Polyether monomer and preparation method and application thereof

文档序号:887939 发布日期:2021-03-23 浏览:8次 中文

阅读说明:本技术 一种聚醚单体及其制备方法和应用 (Polyether monomer and preparation method and application thereof ) 是由 李华威 姚毅斌 陈阳 徐文杰 窦和琴 黄立军 牛峰 李磊 李方 于 2020-11-25 设计创作,主要内容包括:本发明提供了一种聚醚单体及其制备方法和应用。聚醚单体具有如式(1)或式(2)所示的结构:其中,R-1、R-2、R-3、R-5相同或不同,彼此独立地选自H、C-(1-6)烷基;R-4选自C-1-C-9亚烷基;a和b为下述范围内连续的数,0<a≤180,0≤b≤10。该聚醚单体含有不同嵌段含氧化物,制备所用的起始醇(不饱和醇)为合成聚醚大单体所用的通用起始醇,制备原料易得且反应易于进行生产可控性更好,降低生产能耗,节约生产成本。(The invention provides a polyether monomer and a preparation method and application thereof. The polyether monomer has a structure shown in a formula (1) or a formula (2): wherein R is 1 、R 2 、R 3 、R 5 Same or different, independently from each other selected from H, C 1‑6 An alkyl group; r 4 Is selected from C 1 ‑C 9 An alkylene group; a and b are consecutive numbers in the following range, 0<a is less than or equal to 180, and b is more than or equal to 0 and less than or equal to 10. The polyether monomer contains different block oxides, and the initial alcohol (unsaturated alcohol) used for preparing the polyether monomer is the universal initial alcohol used for synthesizing the polyether macromonomerThe preparation method has the advantages of easily obtained raw materials, easy reaction, better production controllability, reduced production energy consumption and production cost saving.)

1. A polyether monomer, characterized in that it has a structure represented by formula (1) or formula (2):

wherein the content of the first and second substances,

R1、R2、R3、R5same or different, independently from each other selected from H, C1-6An alkyl group; preferably, they are selected independently of one another from H, C1-4An alkyl group; illustratively, each is independently selected from H, methyl, ethyl; more preferably, R1、R2、R3Independently of one another, selected from H, methyl, ethyl, R5Is H;

R4is selected from C1-C9Alkylene radicals, e.g. C1-C6Alkylene radicals, as well as C1-C4Alkylene, illustratively, R4Selected from methylene or ethylene;

wherein a and b are selected from any number in the following continuous range, and can be an integer or a non-integer; preferably 0< a < 180, 0< b < 10; for example, 5. ltoreq. a.ltoreq.150, 1. ltoreq. b.ltoreq.8; also, for example, a is 10. ltoreq. a.ltoreq.100, and b is 2. ltoreq. b.ltoreq.6. As an example, a can be 20, 21, 25, 30, 50, 52, 53, 60, 65, 66, 70, 75, 80, 88, 100; as examples, b may be 0, 2, 4, 5, 8, 10;

the arrangement order of the ethylene oxide segment and the propylene oxide segment is as shown in formula (1) or formula (2), or has the reverse order to that shown in formula (1) or formula (2).

2. The polyether monomer of claim 1, wherein the polyether monomer has a structure according to formula (1-1) or formula (2-1):

R1、R2、R3、R4have the meaning as described above;

a and b have the value ranges as indicated above.

3. The polyether monomer of claim 1 or 2, wherein the polyether monomer has a structure according to any one of formulas (3) to (8):

4. the polyether monomer according to any one of claims 1 to 3, wherein the polyether monomer has a weight average molecular weight of 1000 to 8000.

5. A process for preparing a polyether monomer according to any one of claims 1 to 4, comprising the steps of: the unsaturated alcohol is polymerized with ethylene oxide and, optionally, propylene oxide, the product obtained is then reacted with R5Reacting substituted epoxy cyclohexane to obtain the polyether monomer;

the R is5The structural formula of the substituted epoxy cyclohexane isThe R is5Have the meaning as claimed in claim 1.

6. The method according to claim 5, wherein the unsaturated alcohol, ethylene oxide, propylene oxide and R are5The molar ratio of the substituted epoxy cyclohexane is (0.9-1.2) to a: b (0.9-1.2).

7. The production method according to claim 5 or 6, characterized in that the unsaturated alcohol is an ethylenically unsaturated alcohol, for example, at least one selected from the group consisting of 2-methylallyl alcohol, 3-methyl-3-buten-1-ol, 4-hydroxybutyl vinyl ether, diethylene glycol monovinyl ether, allyl alcohol;

preferably, it is 2-methylallyl alcohol, 3-methyl-3-buten-1-ol, 4-hydroxybutyl vinyl ether or diethylene glycol monovinyl ether.

Preferably, the order of adding ethylene oxide and propylene oxide is not limited, and for example, ethylene oxide may be added first to react with the unsaturated alcohol, and propylene oxide may be added; or adding propylene oxide to react with unsaturated alcohol and then adding ethylene oxide.

Preferably, the polymerization reaction is carried out in the presence of a catalyst; the catalyst is a basic catalyst, and for example, may be selected from one, two or more of alkali metal, alkaline earth metal, hydride, oxide, hydroxide, alkoxide and strong base weak acid salt of alkali metal or alkaline earth metal; for example, the basic catalyst can be KOH, NaOH, CH3ONa and CH3One, two or more of OK. Further, the mass of the catalyst is 0.01-3.0% of the total mass, which is the total mass of the unsaturated alcohol and ethylene oxide, and optionally the presence or absence of propylene oxide, for example 0.05-2.5%, such as 0.1-2%.

8. The preparation method according to any one of claims 5 to 7, wherein the catalyst is added to the unsaturated alcohol, ethylene oxide is introduced to carry out polymerization reaction after the temperature is raised to 100-120 ℃, the pressure in the reactor is maintained within the range of 0.2-0.4MPa, the temperature is maintained after the ethylene oxide is completely added, and the intermediate is obtained by vacuum degassing and temperature reduction after the pressure in the reactor is not reduced any more.

Preferably, the catalyst is added into the unsaturated alcohol, propylene oxide is introduced after the temperature is increased to 120 ℃ of 100-.

Preferably, the catalyst is added into the unsaturated alcohol, ethylene oxide is introduced after the temperature is increased to 120 ℃ of 100 ℃ to carry out polymerization reaction, the pressure of the reactor is maintained within the range of 0.2-0.4MPa, the temperature is kept after the ethylene oxide is completely added, propylene oxide is introduced for aging for 0.7-2h, and when the pressure of the reactor is not reduced any more, the intermediate is obtained by vacuum degassing and temperature reduction.

Preferably, said intermediate is dehydrated in lye and reacted with R5And (3) reacting the substituted epoxy cyclohexane, and after the reaction is finished, vacuumizing, degassing and cooling to obtain the polyether monomer.

Preferably, the polymerization reaction is carried out under an inert atmosphere, for example provided by nitrogen.

9. Use of a polyether monomer according to any one of claims 1 to 4 for the preparation of a conditioning agent for concrete for improving bleeding segregation in concrete; preferably, the application of the water reducing agent in improving bleeding segregation of concrete added with the water reducing polycarboxylic acid water reducing agent.

Preferably, the mass ratio of the regulator to the water-reducing polycarboxylic acid water-reducing agent is (0.5-20):100, such as (1-15):100, preferably (3-12):100, exemplary 5:100, 8: 100.

Preferably, the water-reducing polycarboxylic acid water reducing agent has a set-off amount of 0.1 to 0.3%, for example, 0.2% of the mass of cement in the concrete.

10. Use of a polyether monomer according to any one of claims 1 to 4 for improving the bleeding segregation of concrete; preferably, the application of the water reducing agent in improving bleeding segregation of concrete added with the water reducing polycarboxylic acid water reducing agent.

Technical Field

The invention belongs to the technical field of concrete admixtures, and particularly relates to a polyether monomer and a preparation method and application thereof.

Background

The polycarboxylate superplasticizer is used as an important combined part of modern concrete, and has been widely applied to the technical field of concrete engineering by virtue of the advantages of excellent low dosage, high water reduction, high slump loss resistance, large degree of freedom of molecular design and the like. The polycarboxylic acid water reducing agent widely used at present mainly comprises a water reducing mother liquor, and is compounded with a slump retaining mother liquor in a certain proportion, a small amount of retarder, an air entraining agent, a defoaming agent and the like.

The mother liquor accounts for 60-70% in the compounding of the water reducing agent, and 80-100% is used in some regions for compounding, so that the phenomenon of bleeding and segregation can easily occur in the application process of concrete, the concrete is easy to block a pump during pouring, and the poured concrete is easy to bleed, so that the engineering quality problems of concrete layering, cracking and the like can be caused. How to improve the engineering quality problems of concrete layering, cracking and the like caused by easy bleeding of concrete mixed with a water reducing agent becomes a technical problem to be solved urgently.

Disclosure of Invention

The invention provides a polyether monomer, which has a structure shown as a formula (1) or a formula (2):

wherein the content of the first and second substances,

R1、R2、R3、R5same or different, independently from each other selected from H, C1-6An alkyl group; preferably, they are selected independently of one another from H, C1-4An alkyl group; illustratively, each is independently selected from H, methyl, ethyl; more preferably, R1、R2、R3Independently of one another, selected from H, methyl, ethyl, R5Is H;

R4is selected from C1-C9Alkylene radicals, e.g. C1-C6Alkylene radicals, as well as C1-C4Alkylene, illustratively, R4Selected from methylene or ethylene;

wherein a and b are selected from any number in the following continuous range, and can be an integer or a non-integer; preferably 0< a < 180, 0< b < 10; for example, 5. ltoreq. a.ltoreq.150, 1. ltoreq. b.ltoreq.8; also, for example, a is 10. ltoreq. a.ltoreq.100, and b is 2. ltoreq. b.ltoreq.6. As an example, a can be 20, 21, 25, 30, 50, 52, 53, 60, 65, 66, 70, 75, 80, 88, 100; as examples, b may be 0, 2, 4, 5, 8, 10;

wherein the arrangement order of the ethylene oxide segment and the propylene oxide segment is shown as formula (1) or formula (2), or has the reverse order of formula (1) or formula (2).

According to an embodiment of the present invention, the polyether monomer has a structure represented by formula (1-1) or formula (2-1):

R1、R2、R3、R4have the meaning as described above;

a and b have the value ranges as indicated above.

According to an exemplary embodiment of the present invention, the polyether monomer has a structure according to any one of formulas (3) to (8):

according to an embodiment of the invention, the polyether monomer has a weight average molecular weight of 1000 to 8000, such as 2000 to 6000.

The invention also provides a preparation method of the polyether monomer, which comprises the following steps: the unsaturated alcohol is polymerized with ethylene oxide and, optionally, propylene oxide, the product obtained is then reacted with R5Reacting substituted epoxy cyclohexane to obtain the polyether monomer;

the R is5The structural formula of the substituted epoxy cyclohexane isThe R is5Have the meaning as described above; preferably, R5Is H.

According to an embodiment of the invention, the unsaturated alcohol, ethylene oxide, propylene oxide and R5The molar ratio of substituted epoxycyclohexane is (0.9-1.2) a: b (0.9-1.2), for example 1: a: b: 1. Wherein a and b have the value ranges as indicated above. Illustratively, the molar ratio is 1:20:0:1, 1:21:0:1, 1:52:0:1, 1:53:0:1, 1:67:0:1, 1:53:2:1, 1:65:0:1, 1:66:0:1, 1:88:0: 1.

According to an embodiment of the invention, the unsaturated alcohol is an ethylenically unsaturated alcohol, for example at least one selected from the group consisting of 2-methylallyl alcohol, 3-methyl-3-buten-1-ol, 4-hydroxybutyl vinyl ether, diethylene glycol monovinyl ether, allyl alcohol, preferably 2-methylallyl alcohol, 3-methyl-3-buten-1-ol, 4-hydroxybutyl vinyl ether or diethylene glycol monovinyl ether.

According to the embodiment of the present invention, the order of adding ethylene oxide and propylene oxide is not limited, and for example, ethylene oxide may be first added to react with unsaturated alcohol, and then propylene oxide may be added; or adding propylene oxide to react with unsaturated alcohol and then adding ethylene oxide.

According to an embodiment of the invention, the polymerization is carried out in the presence of a catalyst. For example, the catalyst is a basic catalyst, and may be selected from one, two or more of alkali metal, alkaline earth metal, hydride, oxide, hydroxide, alkoxide and strong alkali and weak acid salt of alkali metal or alkaline earth metal; for example, the basic catalyst can be KOH, NaOH, CH3ONa and CH3One, two or more of OK. Further, the mass of the catalyst is 0.01-3.0% of the total mass, which is the total mass of the unsaturated alcohol and ethylene oxide, and optionally the presence or absence of propylene oxide, for example 0.05-2.5%, such as 0.1-2%.

According to one embodiment of the invention, firstly adding a catalyst into unsaturated alcohol, introducing ethylene oxide for polymerization reaction after the temperature is raised to 100-120 ℃, keeping the pressure of a reactor within the range of 0.2-0.4MPa, preserving the temperature after the ethylene oxide is completely added, vacuumizing and degassing when the pressure of the reactor is not reduced any more, and cooling to obtain an intermediate.

According to another embodiment of the invention, the catalyst is added into the unsaturated alcohol, propylene oxide is introduced after the temperature is increased to 100-120 ℃, aging is carried out for 0.7-2h, ethylene oxide is introduced for polymerization reaction, the pressure of the reactor is maintained within the range of 0.2-0.4MPa, heat preservation is carried out after the ethylene oxide is completely added, and vacuum degassing and temperature reduction are carried out when the pressure of the reactor is not reduced any more, so as to obtain the intermediate.

According to another embodiment of the invention, the catalyst is added into the unsaturated alcohol, ethylene oxide is introduced after the temperature is increased to 120 ℃ to carry out polymerization reaction, the pressure of the reactor is maintained within the range of 0.2-0.4MPa, the temperature is kept after the ethylene oxide is completely added, propylene oxide is introduced, aging is carried out for 0.7-2h, and when the pressure of the reactor is not reduced any more, vacuum pumping, degassing and cooling are carried out to obtain an intermediate.

According to an embodiment of the invention, said intermediate, after dehydration in lye, is reacted with R5And (3) reacting the substituted epoxy cyclohexane, and after the reaction is finished, vacuumizing, degassing and cooling to obtain the polyether monomer. For example, the alkali solution may be a solution of at least one of alkali metal, alkaline earth metal, hydride, oxide, hydroxide, alkoxide of alkali metal or alkaline earth metal, and weak acid salt of alkali metal, preferably a solution of hydroxide of alkali metal, and exemplified by potassium hydroxide solution. For example, R5The temperature of the system at which the substituted epoxycyclohexane is added is maintained at 100 ℃ to 120 ℃, for example, 110 ℃. For example, R5After the substituted epoxycyclohexane is completely added, the reaction time is 3-6h, for example 4 h; the reaction temperature is 100 ℃ to 120 ℃, for example 110 ℃.

According to an embodiment of the invention, the cooling is to a temperature of 70-90 ℃, such as 80 ℃.

According to an embodiment of the invention, the polymerization reaction is carried out under an inert atmosphere, for example provided by nitrogen.

The invention also provides application of the polyether monomer in preparation of a concrete regulator. For example, the use of the regulator for concrete for improving bleeding segregation of concrete; preferably, the application of the water reducing agent in improving bleeding segregation of concrete added with the water reducing polycarboxylic acid water reducing agent.

According to an embodiment of the present invention, the mass ratio of the regulator to the water-reducing polycarboxylic acid-based water-reducing agent is (0.5-20):100, for example (1-15):100, preferably (3-12):100, illustratively 5:100, 8: 100.

According to an embodiment of the present invention, the water-reducing polycarboxylic acid water reducing agent has a set-down amount of 0.1 to 0.3%, for example 0.2%, based on the mass of cement in the concrete.

The invention also provides the application of the polyether monomer in improving the bleeding segregation of concrete; preferably, the application of the water reducing agent in improving bleeding segregation of concrete added with the water reducing polycarboxylic acid water reducing agent.

The invention has the beneficial effects that:

(1) the polyether monomer provided by the invention contains different block oxides, the initial alcohol (unsaturated alcohol) used for preparation is the universal initial alcohol used for synthesizing the polyether macromonomer, the preparation raw materials are easy to obtain, the reaction is easy to carry out, the production controllability is better, the production energy consumption is reduced, and the production cost is saved.

(2) The polyether macromonomer can be used for preparing a regulator with a water retention function, and the obtained regulator has good water solubility compared with a water retention agent sold on the market, can be mutually soluble with water and polycarboxylic acid mother liquor in any proportion, and enables concrete to have good workability.

Term interpretation and definition

Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the claimed subject matter belongs. All patents, patent applications, and publications cited herein are incorporated by reference in their entirety unless otherwise indicated. If there are multiple definitions of terms used herein, those in this section prevail.

Where a range of numerical values is recited in the specification and claims of this application, and where the range of numerical values can only be "integers," it is to be understood that both endpoints of the range are recited and each integer within the range is also recited. For example, an "integer from 1 to 10" should be understood to describe each integer from 1,2, 3, 4, 5, 6, 7, 8, 9, 10. When a range of values is described as being "a number," i.e., without limitation, an "integer," it is understood to include each integer and each decimal including the sum of each integer and 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, or 0.9, respectively. For example, "a number of 1 to 10" should be understood to recite each and every integer of 1,2, 3, 4, 5, 6, 7, 8, 9, 10 and every decimal including the addition of each of the foregoing integers with 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, or 0.9, respectively; "a number from 1 to 8" should be understood to recite each and every integer from 1,2, 3, 4, 5, 6, 7, 8 and every decimal that includes the addition of each of the aforementioned integers with 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, or 0.9, respectively; "a number from 2 to 15" should be understood to describe each and every integer and every decimal of 2,3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, including the addition of each of the above integers with 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, or 0.9, respectively.

The term "C1-6Alkyl "is understood to mean a straight-chain or branched, saturated, monovalent hydrocarbon radical having 1,2, 3, 4, 5 or 6 carbon atoms, preferably C1-4An alkyl group. The alkyl group is, for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an isopentyl group, a 2-methylbutyl group, a 1-ethylpropyl group, a 1, 2-dimethylpropyl group, a neopentyl group, a 1, 1-dimethylpropyl group, a 4-methylpentyl group, a 3-methylpentyl group, a 2-ethylbutyl group, a 1-ethylbutyl group, a 3, 3-dimethylbutyl group, a 2, 2-dimethylbutyl group, a 1, 1-dimethylbutyl group, a 2, 3-dimethylbutyl group, a 1, 3-dimethylbutyl group or a 1, 2-dimethylbutyl group. In particular, the group has a straight or branched chain saturated monovalent hydrocarbon group of 1,2, 3 or 4 carbon atoms. The alkyl group is, for example, methyl, ethyl, propyl, butyl, isopropyl, isobutyl, sec-butyl, tert-butyl.

Drawings

Fig. 1 is a nuclear magnetic diagram of a polyether monomer prepared in example 1 (n ═ a);

fig. 2 is a nuclear magnetic diagram of the polyether monomer prepared in example 6 (n ═ a);

fig. 3 is a nuclear magnetic diagram of the polyether monomer prepared in example 13 (n ═ a + 1).

Detailed Description

The compounds of the general formula and the preparation and use thereof according to the present invention will be described in further detail with reference to the following examples. It is to be understood that the following examples are only illustrative and explanatory of the present invention and should not be construed as limiting the scope of the present invention. All the technologies realized based on the above-mentioned contents of the present invention are covered in the protection scope of the present invention.

Unless otherwise indicated, the raw materials and reagents used in the following examples are all commercially available products or can be prepared by known methods.

Example 1

Putting 2-methallyl alcohol into a stainless steel high-pressure reaction kettle, adding 275.88g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, starting to slowly introduce 3555.78g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 110 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. Vacuumizing, degassing, cooling to 80 ℃ to obtain an intermediate 1 with the weight-average molecular weight of about 1000, adding 429.15g of a potassium hydroxide solution with the mass concentration of 50% into the intermediate 1, dehydrating at 90 ℃ for about 2 hours, heating to 110 ℃, slowly introducing 375.50g of epoxy cyclohexane into the kettle for end capping, keeping the temperature at 110 ℃, and continuously reacting at 110 ℃ for about 4 hours after all the epoxy cyclohexane is introduced. After vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 1, wherein the polyether monomer 1 has a structure shown in a formula (3), and a is about 21. The nuclear magnetic spectrum shown in figure 1 proves that the polyether monomer 1 is successfully prepared.

Example 2

Putting 2-methallyl alcohol into a stainless steel high-pressure reaction kettle, putting 146.87g of 2-methallyl alcohol, adding 9.79g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, heating to 110 ℃, then starting to slowly introduce 4748.80g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 110 ℃ and the pressure at about 0.3MPa relatively constantly until all the ethylene oxide is added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 2 with the molecular weight of about 2400. 228.46g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 2, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 199.91g of epoxy cyclohexane is slowly introduced into the kettle for end capping, the temperature is maintained at 110 ℃, and after all the epoxy cyclohexane is introduced, the reaction is continued for about 4 hours at 110 ℃. After vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 2, wherein the polyether monomer 2 has a structure shown in a formula (3), and a is about 53.

Example 3

Putting 2-methallyl alcohol into a stainless steel high-pressure reaction kettle, adding 87.53g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, starting to slowly introduce 3559.55g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 110 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 3 with the molecular weight of about 3000. 136.16g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 3, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 119.13g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 3, wherein the polyether monomer 3 has a structure shown in a formula (3), and a is about 67.

Example 4

Putting 2-methallyl alcohol into a stainless steel high-pressure reaction kettle, adding 126.65g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, starting to introduce 204.05g of propylene oxide into the reactor slowly after the temperature is raised to 110 ℃, introducing 4095.02g of ethylene oxide slowly after aging for 1h for polymerization reaction, maintaining the temperature at 110 ℃ and the pressure at about 0.3MPa relatively constantly until all the ethylene oxide is added into the reactor, and keeping the temperature for about 1h until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 4 with the molecular weight of about 2400. 197.01g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 4, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 172.38g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃, discharging to obtain the polyether monomer 4, wherein the polyether monomer 4 has a structure shown in a formula (4), wherein a is about 53, and b is about 2.

Example 5

Putting 2-methallyl alcohol into a stainless steel high-pressure reaction kettle, adding 128.89g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, starting to increase the temperature to 110 ℃, then slowly introducing 4167.44g of ethylene oxide into the reactor to perform polymerization reaction, maintaining the temperature at 110 ℃ and the pressure at about 0.3MPa relatively constantly until all the ethylene oxide is added into the reactor, preserving the temperature for about 1 hour, then slowly introducing 207.66g of propylene oxide, aging for 1 hour, and waiting until the pressure of the reactor does not decrease any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 5 with the molecular weight of about 2400. 200.50g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 5, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 175.43g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 5, wherein the polyether monomer 5 has a structure shown in a formula (5), wherein a is about 53, and b is about 2.

Example 6

Putting 3-methyl-3-buten-1-ol into a stainless steel high-pressure reaction kettle, adding 375.82g of potassium hydroxide solid, replacing with nitrogen, starting heating under stirring, heating to 110 ℃, then slowly introducing 3994.18g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 6 with the molecular weight of about 1000. 489.44g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 6, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 428.26g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 6, wherein the polyether monomer 6 has a structure shown in a formula (6), and a is about 21. The nuclear magnetic spectrum shown in FIG. 2 proves the successful preparation of polyether monomer 6.

Example 7

Putting 3-methyl-3-buten-1-ol into a stainless steel high-pressure reaction kettle, adding 215.76g of potassium hydroxide solid, adding 12.04g of potassium hydroxide solid, replacing with nitrogen, starting heating under stirring, heating to 110 ℃, then slowly introducing 5805.45g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 7 with the molecular weight of about 2400. 280.99g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 7, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 245.87g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃, discharging to obtain the polyether monomer 7, wherein the polyether monomer 7 has a structure shown in a formula (6), and a is 53.

Example 8

Putting 3-methyl-3-buten-1-ol into a stainless steel high-pressure reaction kettle, adding 87.53g of potassium hydroxide solid, adding 6.11g of potassium hydroxide solid, replacing with nitrogen, starting heating under stirring, heating to 110 ℃, then slowly introducing 2965.84g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 8 with the molecular weight of about 3000. 113.99g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 8, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 99.74g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 8, wherein the polyether monomer 8 has a structure shown in a formula (6), and a is 66.

Example 9

Putting 4-hydroxybutyl vinyl ether into a stainless steel high-pressure reaction kettle, adding 357.43g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, heating to 110 ℃, then slowly introducing 2723.86g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 9 with the molecular weight of about 1000. 345.10g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 9, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 301.97g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 9, wherein the polyether monomer 9 has a structure shown in a formula (7), and a is 20.

Example 10

Putting 4-hydroxybutyl vinyl ether into a stainless steel high-pressure reaction kettle, adding 265.76g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, heating to 110 ℃, then slowly introducing 5232.72g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 10 with the molecular weight of about 2400. 256.59g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 10, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 224.52g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 10, wherein the polyether monomer 10 has a structure shown in a formula (7), and a is 52.

Example 11

Putting 4-hydroxybutyl vinyl ether into a stainless steel high-pressure reaction kettle, adding 148.95g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, heating to 110 ℃, then slowly introducing 3703.21g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 11 with the molecular weight of about 3000. 143.81g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 11, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 125.84g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 11, wherein the polyether monomer 11 has a structure shown in a formula (7), and a is 66.

Example 12

Putting 4-hydroxybutyl vinyl ether into a stainless steel high-pressure reaction kettle, adding 95.76g of potassium hydroxide solid, replacing with nitrogen, then starting heating under stirring, heating to 110 ℃, then slowly introducing 3206.31g of ethylene oxide into the reactor to perform polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure in the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 12 with the molecular weight of about 4000. 92.46g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 12, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 80.90g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 12, wherein the polyether monomer 12 has a structure shown in a formula (7), and a is 88.

Example 13

Adding diethylene glycol monovinyl ether into a stainless steel high-pressure reaction kettle, adding 375.83g of the diethylene glycol monovinyl ether, adding 5.69g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, then starting to slowly introduce 2471.37g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until all the ethylene oxide is added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 13 with the molecular weight of about 1000. 318.89g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 13, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 279.03g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃, discharging to obtain the polyether monomer 13, wherein the polyether monomer 13 has a structure shown in a formula (8), and a is 20. The nuclear magnetic spectrum shown in FIG. 3 proves the successful preparation of the polyether monomer 13.

Example 14

Putting diethylene glycol monovinyl ether into a stainless steel high-pressure reaction kettle, adding 258.46g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, then starting to slowly introduce 4440.81g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until the ethylene oxide is completely added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 14 with the molecular weight of about 2400. 219.30g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 14, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 191.89g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 14, wherein the polyether monomer 14 has a structure shown in a formula (8), and a is 52.

Example 15

Adding diethylene glycol monovinyl ether into a stainless steel high-pressure reaction kettle, adding 135.78g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, then starting to slowly introduce 2950.13g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constant until all the ethylene oxide is added into the reactor, and keeping the temperature for about 1 hour until the pressure of the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain an intermediate 15 with the molecular weight of about 3000. 115.21g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 15, after dehydration is carried out for about 2 hours at the temperature of 90 ℃, the temperature is raised to 110 ℃, 100.81g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at the temperature of 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 15, wherein the polyether monomer 15 has a structure shown in a formula (8), and a is 65.

Example 16

Adding diethylene glycol monovinyl ether into a stainless steel high-pressure reaction kettle, adding 100.43g of diethylene glycol monovinyl ether, adding 6.09g of potassium hydroxide solid, replacing with nitrogen, then starting heating while stirring, heating to 110 ℃, then starting to slowly introduce 2942.90g of ethylene oxide into the reactor for polymerization reaction, maintaining the temperature at 120 ℃ and the pressure at about 0.3MPa relatively constantly until all the ethylene oxide is added into the reactor, and keeping the temperature for about 1 hour until the pressure in the reactor does not drop any more. After vacuum-pumping and degassing, the temperature is reduced to 80 ℃ to obtain the intermediate 16 with the molecular weight of about 4000. 85.21g of potassium hydroxide solution with the mass concentration of 50 percent is added into the intermediate 16, after dehydration is carried out for about 2 hours at 90 ℃, the temperature is raised to 110 ℃, 74.56g of cyclohexene oxide is slowly introduced into the kettle, the temperature is maintained at 110 ℃, and after all the cyclohexene oxide is introduced, the reaction is continued for about 4 hours at 110 ℃. And after vacuum pumping and degassing, cooling to 80 ℃ and discharging to obtain the polyether monomer 16, wherein the polyether monomer 16 has a structure shown in a formula (8), and a is 88.

Application example 1

1. 49 parts of the polyether monomer synthesized in the example 1 and 33 parts of water are put into a reaction kettle, stirred and melted at 10-20 ℃, then 0.8 part of initiator hydrogen peroxide is added, and stirred for 5 min.

2. Drop charging preparation: 29 parts of water, 13.4 parts of acrylic acid, 0.78 part of chain transfer agent mercaptopropionic acid and 0.15 part of reducing agent L-ascorbic acid are mixed and stirred until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise into a reaction kettle, dropwise adding for 180min, controlling the temperature in the reaction kettle to be 35 ℃, preserving heat and curing for 90min after dropwise adding, and discharging to obtain the regulator 1.

Application example 2

1. 49 parts of the polyether monomer synthesized in the example 2 and 33 parts of water are put into a reaction kettle, stirred and melted at the temperature of 20-30 ℃, and then 0.6 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 5.6 parts of acrylic acid, 0.12 part of chain transfer agent mercaptopropionic acid and 0.8 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 165min, controlling the temperature in the reaction kettle at 40 ℃, preserving heat and curing for 90min after dropwise addition, and discharging to obtain the regulator 2.

Application example 3

1. And (2) putting 30 parts of the polyether monomer synthesized in the embodiment 3 and 38 parts of water into a reaction kettle, stirring and melting at 30-40 ℃, adding 0.6 part of initiator hydrogen peroxide, and stirring for 5min to obtain a mixed material.

2. Drop charging preparation: mixing 21 parts of water, 3 parts of acrylic acid, 0.2 part of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. Adding the prepared 60% of dropwise adding material drops into the mixed material, wherein the dropwise adding time is 75min, then adding the rest dropwise adding material, and uniformly mixing; and controlling the temperature in the reaction kettle to be 35 ℃ in the whole process, preserving heat and curing for 90min after stirring, and finishing discharging to obtain the regulator 3.

Application example 4

1. And (2) putting 46 parts of the polyether monomer in the embodiment 4 and 38 parts of water into a reaction kettle, stirring and melting at the temperature of 30-40 ℃, adding 1.0 part of initiator hydrogen peroxide, and stirring for 5 min.

2. Drop charging preparation: 21 parts of water, 5.2 parts of acrylic acid, 0.16 part of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid are mixed and stirred until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 150min, controlling the temperature in the reaction kettle at 40 ℃, preserving heat and curing for 120min after dropwise addition, and discharging to obtain the regulator 4.

Application example 5

Application example 5 differs from application example 4 in that: application example 5 Using the polyether monomer prepared in example 5, regulator 5 was prepared.

Application example 6

1. 49 parts of the polyether monomer prepared in the example 6 and 33 parts of water are put into a reaction kettle, stirred and melted at 10-20 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 15 parts of acrylic acid, 0.88 part of chain transfer agent mercaptopropionic acid and 0.3 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 150min, controlling the temperature in the reaction kettle to be 35 ℃, preserving heat and curing for 90min after dropwise addition, and discharging to obtain the regulator 6.

Application example 7

1. 45 parts of the polyether monomer synthesized in the example 7 and 30 parts of water are put into a reaction kettle, stirred and melted at the temperature of 30-40 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 5.6 parts of acrylic acid, 0.15 part of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 150min, controlling the temperature in the reaction kettle to be 40 ℃, preserving heat and curing for 90min after dropwise addition, and discharging to obtain the regulator 7.

Application example 8

1. 45 parts of the polyether monomer synthesized in the embodiment 8 and 30 parts of water are put into a reaction kettle, stirred and melted at the temperature of 30-40 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 4.8 parts of acrylic acid, 0.35 part of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 150min, controlling the temperature in the reaction kettle to be 40 ℃, preserving heat and curing for 90min after dropwise addition, and discharging to obtain the regulator 8.

Application example 9

1. 49 parts of the polyether monomer synthesized in the example 9 and 33 parts of water are put into a reaction kettle, stirred and melted at 10-20 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 13.4 parts of acrylic acid, 1.6 parts of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 60min, controlling the temperature in the reaction kettle to be not more than 35 ℃, preserving heat and curing for 70min after dropwise addition, and discharging to obtain the regulator 9.

Application example 10

Application example 10 differs from application example 9 in that: application example 10 using the polyether monomer prepared in example 13, a conditioner 10 was prepared.

Application example 11

1. 49 parts of the polyether monomer synthesized in the example 10 and 33 parts of water are put into a reaction kettle, stirred and melted at the temperature of 30-40 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 7.8 parts of acrylic acid, 0.68 part of chain transfer agent mercaptopropionic acid and 0.15 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 35min, controlling the temperature in the reaction kettle to be not more than 35 ℃, preserving heat and curing for 60min after dropwise addition, and discharging to obtain the regulator 11.

Application example 12

Application example 12 differs from application example 11 in that: application example 12 Using the polyether monomer prepared in example 14, regulator 12 was prepared.

Application example 13

1. 49 parts of the polyether monomer synthesized in the above example 11 and 33 parts of water are put into a reaction kettle, stirred and melted at 10-20 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 4.5 parts of acrylic acid, 0.42 part of chain transfer agent mercaptopropionic acid and 0.1 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 45min, controlling the temperature in the reaction kettle to be not more than 35 ℃, preserving heat and curing for 60min after dropwise addition, and discharging to obtain the regulator 13.

Application example 14

Application 14 differs from application 13 in that: application example 14 Using the polyether monomer prepared in example 15, regulator 14 was prepared.

Application example 15

1. 49 parts of the polyether monomer synthesized in the example 12 and 33 parts of water are put into a reaction kettle, stirred and melted at the temperature of 30-40 ℃, and then 0.8 part of initiator hydrogen peroxide is added and stirred for 5 min.

2. Drop charging preparation: mixing 21 parts of water, 3.8 parts of acrylic acid, 0.26 part of chain transfer agent mercaptopropionic acid and 0.12 part of reducing agent L-ascorbic acid, and stirring until the materials are uniformly dissolved for later use.

3. And (3) adding the prepared dropwise material into the reaction kettle for 55min, controlling the temperature in the reaction kettle to be not more than 35 ℃, preserving heat and curing for 60min after dropwise addition, and discharging to obtain the regulator 15.

Application example 16

Application example 16 differs from application example 15 in that: application example 16 using the polyether monomer prepared in example 16, regulator 16 was prepared.

Test example

Measurement of the effects:

concrete formula (parts by weight)

Cement Sand Stone Water (W)
360 760 1050 170

The cement in the concrete formula is southern cement, the fineness modulus of river sand is 2.0, the mud content is 2.7%, and the particle size of stones is 5-20 mm.

A water-reducing polycarboxylic acid water reducing agent with the model number of C7 from Jiangsu super building materials GmbH is selected as a comparison example, and the addition amount of the water-reducing polycarboxylic acid water reducing agent is 0.2 percent (folded and fixed) of the mass of the cement. The test examples 1-16 are based on the comparison example, and the regulator obtained in the application examples 1-16 is correspondingly added, wherein the adding amount of the regulator is 1-15% of the bending mass of the C7 polycarboxylate superplasticizer. The specific amounts of the conditioning agents and the properties of the concrete are shown in table 1.

The concrete related performance test is carried out according to standard of common concrete mixture performance test methods (GB/T50080-2016) and concrete admixture (GB/T8076-.

TABLE 1 comparison of concrete application Properties

As can be seen from Table 1, the combination of the regulator synthesized by the method of the invention and the water-reducing polycarboxylic acid water reducer improves the workability and the retention performance of concrete, wherein the performance of the regulator in test example 14 (i.e. the regulator prepared in application example 14) is the best.

The embodiments of the present invention have been described above. However, the present invention is not limited to the above embodiment. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

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