阅读说明：本技术 一种有机硅柔软剂的制备方法 (Preparation method of organic silicon softening agent ) 是由 钟裕强 钟振迎 陆连欢 魏文培 文秀华 钟科 李玉斌 赵洁虹 林启超 刘来 于 2021-04-27 设计创作，主要内容包括：本发明属于精细化工技术领域,具体涉及一种有机硅柔软剂的制备方法；本发明以八甲基环四硅氧烷为单体,以甲基二硅氧烷为封端剂,合成出端含氢硅油；其次,采用端含氢硅油与烯丙基缩水甘油醚在铂金催化剂作用下进行硅氢加成,合成出端环氧基硅油；最后,利用聚醚胺上的-NH-(2)与环氧硅油上的环氧基发生开环加成反应,合成出三元嵌段有机硅柔软剂,经过乳化获得最终有机硅柔软剂产品。(The invention belongs to the technical field of fine chemical engineering, and particularly relates to a preparation method of an organic silicon softening agent; the invention takes octamethylcyclotetrasiloxane as a monomer and methyl disiloxane as an end-capping agent to synthesize hydrogen-containing silicone oil at the end; secondly, performing hydrosilylation on terminal hydrogen-containing silicone oil and allyl glycidyl ether under the action of a platinum catalyst to synthesize terminal epoxy silicone oil; finally, by means of-NH on polyetheramines 2 And the epoxy group on the epoxy silicone oil is subjected to ring-opening addition reaction to synthesize a ternary block organosilicon softening agent, and the final organosilicon softening agent product is obtained through emulsification.)

1. The preparation method of the organic silicon softener is characterized by comprising the following steps:

s1, preparation of hydrogen-containing silicone oil: adding alkyl cyclosiloxane and alkyl siloxane into a glass flask, stirring for 10-30min, adding a catalyst, heating to 40-45 ℃, polymerizing for 3-4h, stirring for 2h, and filtering by using a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in the step S1 into a glass flask, adding alkyl glyceryl ether, heating to 50-65 ℃, starting stirring for 10-30min, adding a catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding the polyether amine and the solvent into a flask in S2, and carrying out heat preservation and reflux for 6-10h at the temperature of 80-83 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 20-50min, adding distilled water, stirring for 1-10min, adding the rest distilled water and fillers by 10 times, stirring for 3-5min each time at an interval of 2-3min, standing until the materials are completely clear, and filtering to obtain a light yellow transparent microemulsion to obtain the organic silicon softening agent.

2. The method of claim 1, wherein the molar ratio of the alkyl glyceryl ether to the terminal hydrogen-containing silicone oil in S2 is 1.5-2.

3. The method of claim 2, wherein the molar ratio of the alkyl glyceryl ether to the terminal hydrogen-containing silicone oil in S2 is 1.8.

4. The method of claim 1, wherein the alkyl glycidyl ether in S2 is allyl glycidyl ether.

5. The method of claim 1, wherein the alkyl cyclosiloxane of S1 is methyl cyclosiloxane; the alkyl siloxane is methyl dihydrosiloxane.

6. The method of claim 5, wherein the methylcyclosiloxane is octamethylcyclotetrasiloxane; the methyl dihydrosiloxane is tetramethyl dihydro disiloxane.

7. The method for preparing the silicone softener according to claim 1, wherein the hydrosilylation reaction temperature in S2 is 70-90 ℃ and the reaction time is 6-10 hours.

8. The method of claim 7, wherein the hydrosilylation reaction temperature in S2 is 75 ℃ and the reaction time is 8 hours.

9. The method of claim 1, wherein the catalyst in S2 is a platinum-containing catalyst.

10. A silicone softener prepared by the method of any one of claims 1 to 9.

Technical Field

The invention belongs to the technical field of fine chemical engineering, and particularly relates to a preparation method of an organic silicon softening agent.

Background

The softening agent is used as an indispensable auxiliary agent in the textile industry, and has no alternative effect on improving the softness and the hand feeling of fabrics. Many high performance softeners are currently dependent on importation. The amino modified organosilicon softener in the softener is easy to yellow when the fabric is treated at high temperature, the softness of the fabric is poor after the fabric is treated by the polyether modified organosilicon softener, the existing epoxy modified organosilicon softener can be applied to the treatment of light-colored fabric, and active groups can be introduced into polysiloxane by the mixed modified organosilicon softener to meet the requirement of fabric treatment; therefore, the softening agent mixed with modified silicone becomes a hot research point of the modified silicone softening agent in the future.

The preparation of the novel organosilicon softener which integrates the advantages of environmental protection, safety, easy decomposition, stable performance, direct over dyeing and the like is a technical problem to be solved; meanwhile, the preparation of special fabrics and antibacterial softening agents is also a problem to be solved in the development of the prior organosilicon softening agent product.

Disclosure of Invention

In order to solve the above problems, the present invention provides a method for preparing a silicone softener, comprising the steps of:

s1, preparation of hydrogen-containing silicone oil: adding alkyl cyclosiloxane and alkyl siloxane into a glass flask, stirring for 10-30min, adding a catalyst, heating to 40-45 ℃, polymerizing for 3-4h, stirring for 2h, and filtering by using a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in the step S1 into a glass flask, adding alkyl glyceryl ether, heating to 50-65 ℃, starting stirring for 10-30min, adding a catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding the polyether amine and the solvent into a flask in S2, and carrying out heat preservation and reflux for 6-10h at the temperature of 80-83 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 20-50min, adding distilled water, stirring for 1-10min, adding the rest distilled water and fillers by 10 times, stirring for 3-5min each time at an interval of 2-3min, standing until the materials are completely clear, and filtering to obtain a light yellow transparent microemulsion to obtain the organic silicon softening agent.

Preferably, the molar ratio of the alkyl glycerol ether in S2 to the terminal hydrogen-containing silicone oil is 1.5-2.

Preferably, the molar ratio of the alkyl glycerol ether in S2 to the terminal hydrogen-containing silicone oil is 1.8.

Preferably, the alkyl glycidyl ether in S2 is allyl glycidyl ether.

Preferably, the alkyl cyclosiloxane in S1 is methyl cyclosiloxane; the alkyl siloxane is methyl dihydrosiloxane.

Preferably, the methylcyclosiloxane is octamethylcyclotetrasiloxane; the methyl dihydrosiloxane is tetramethyl dihydro disiloxane.

Preferably, the hydrosilylation reaction temperature in the S2 is 70-90 ℃, and the reaction time is 6-10 h.

Preferably, the hydrosilylation reaction temperature in S2 is 75 ℃, and the reaction time is 8 h.

Preferably, the catalyst in S2 is a platinum-containing catalyst.

In a second aspect of the present invention, there is provided a silicone softener prepared according to the above preparation method.

Advantageous effects

1. In the invention, octamethylcyclotetrasiloxane is used as a monomer, and methyldisiloxane is used as an end-capping agent to synthesize hydrogen-containing silicone oil; secondly, performing hydrosilylation on terminal hydrogen-containing silicone oil and allyl glycidyl ether under the action of a platinum catalyst to synthesize terminal epoxy silicone oil; finally, by means of-NH on polyetheramines₂The epoxy group on the epoxy silicone oil generates ring-opening addition reaction to synthesize the ternary blockAnd emulsifying the organosilicone softener to obtain the final organosilicone softener product.

2. The organic silicon softener prepared by the invention has smooth hand feeling.

3. The organic silicon softening agent prepared by the invention can realize the control of molecular weight.

4. The organic silicon softening agent prepared by the invention has the advantages of environmental protection, safety, easy decomposition, stable performance, direct counter dyeing and the like.

Detailed Description

The technical features of the technical solutions provided by the present invention are further clearly and completely described below with reference to the specific embodiments, and the scope of protection is not limited thereto.

The words "preferred", "more preferred", and the like, in the present invention refer to embodiments of the invention that may provide certain benefits, under certain circumstances. However, other embodiments may be preferred, under the same or other circumstances. Furthermore, the recitation of one or more preferred embodiments does not imply that other embodiments are not useful, nor is it intended to exclude other embodiments from the scope of the invention.

The invention provides a preparation method of an organic silicon softening agent, which comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding alkyl cyclosiloxane and alkyl siloxane into a glass flask, stirring for 10-30min, adding a catalyst, heating to 40-45 ℃, polymerizing for 3-4h, stirring for 2h, and filtering by using a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in the step S1 into a glass flask, adding alkyl glyceryl ether, heating to 50-65 ℃, starting stirring for 10-30min, adding a catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding the polyether amine and the solvent into a flask in S2, and carrying out heat preservation and reflux for 6-10h at the temperature of 80-83 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 20-50min, adding distilled water, stirring for 1-10min, adding the rest distilled water and fillers by 10 times, stirring for 3-5min each time at an interval of 2-3min, standing until the materials are completely clear, and filtering to obtain a light yellow transparent microemulsion to obtain the organic silicon softening agent.

Enough terminal hydrogen-containing silicone oil is prepared in S1, and an appropriate amount of terminal hydrogen-containing silicone oil is taken in S2, so that the molar ratio of the alkyl glycerol ether in S2 to the terminal hydrogen-containing silicone oil is 1.5-2.

In one embodiment, the molar ratio of the alkyl glyceryl ether in S2 to the terminal hydrogen-containing silicone oil is 1.8.

The applicant has unexpectedly found that when the molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in S2 is 1.5-2, the prepared silicone softener has high stability and good hand feeling. The inventor analyzes that if the molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil is low, the molecular mass of the prepared terminal epoxy silicone oil is low, the particle size of the silicone softener emulsion is small, and the silicone softener emulsion is difficult to form a film on the surface of a fiber, so that the smoothness grade is low, and the hand feeling is reduced. If the molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil is high, the prepared terminal epoxy silicone oil has high relative molecular mass, which causes the particle size of the silicone softener emulsion to be large, the finishing agent is difficult to adsorb on the fiber surface, the smoothness grade also tends to be reduced, and the emulsion is not uniformly distributed due to the large particle size of the emulsion, so that the emulsion is separated after centrifugation.

In one embodiment, the alkyl glycerol ether in S2 is allyl glycidyl ether.

In one embodiment, the alkyl cyclosiloxane of S1 is methyl cyclosiloxane; the alkyl siloxane is methyl dihydrosiloxane.

In one embodiment, the methylcyclosiloxane is octamethylcyclotetrasiloxane.

In one embodiment, the methyl dihydrosiloxane is tetramethyldihydrodisiloxane.

In one embodiment, the tetramethyldihydrodisiloxane is added in an amount of 8 to 12 g.

In one embodiment, the tetramethyldihydrodisiloxane is added in an amount of 10 g.

In one embodiment, the tetramethyldisiloxane purchasing manufacturer is honest chemical, Inc.

In one embodiment, the octamethylcyclotetrasiloxane is added in an amount of 800-1200 g.

In one embodiment, the octamethylcyclotetrasiloxane is added in an amount of 1000 g.

In one embodiment, the octamethylcyclotetrasiloxane vendor is the mesoeast fluorosilicone materials, Inc.

In one embodiment, the triflic acid purchaser is Shanghai Huiquan chemical Co., Ltd

In one embodiment, the allyl glycidyl ether is added in an amount of 1.5 to 4 g.

In one embodiment, the allyl glycidyl ether is added in an amount of 2.5 g.

In one embodiment, the allyl glycidyl ether purchaser is Yangzhou morning chemical Co.

In one embodiment, the hydrosilylation reaction temperature in S2 is 70 to 90 ℃ and the reaction time is 6 to 10 hours.

In a preferred embodiment, the hydrosilylation reaction temperature in S2 is 75 ℃ and the reaction time is 8 h.

Preferably, the hydrosilylation reaction temperature in S2 is 70-90 ℃, if the reaction temperature is too low, hydrogen-containing silicone oil will not completely react, and the organic silicon softening agent will slowly remove active hydrogen to perform cross-linking during storage, so that the viscosity of the product increases, and the quality of the organic silicon softening agent is seriously affected. Along with the rise of the reaction temperature, the reaction rate is accelerated, the color of the reaction product is gradually deepened, and when the reaction temperature is too high, the reaction is difficult to control, and the reaction self releases heat, so that the reactant crosslinked gel is easy to turn yellow or even black at the same time.

In one embodiment, the catalyst in S2 is a platinum-containing catalyst.

The catalyst is a platinum-containing catalyst, and the preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, and dissolving in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%.

In one embodiment, the platinum-containing catalyst is used in an amount of 6 to 10 ppm.

In a preferred embodiment, the platinum-containing catalyst is used in an amount of 8 ppm.

The platinum-containing catalyst is used, so that the problems that the traditional Pt catalyst is high in price and cost, and waste and environmental pollution are caused due to excessive use are solved.

Preferably, the platinum-containing catalyst is used in an amount of 6 to 10 ppm. If the catalyst consumption is too small, the reaction conversion rate is low, the reaction time is long, and the production efficiency is influenced. When the dosage of the catalyst reaches 10ppm, the dosage of the platinum-containing catalyst is continuously increased, the conversion rate of the hydrogen-containing silicone oil is improved in a limited way, the dosage of the platinum-containing catalyst is increased, and the cost is increased.

In one embodiment, the emulsifier purchaser of S4 is a ZiboHajjie chemical Co., Ltd., model NP-10.

In a second aspect of the present invention, there is provided a silicone softener prepared according to the above preparation method.

Examples

Example 1

A preparation method of an organic silicon softening agent comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding 1000g of octamethylcyclotetrasiloxane and 10g of tetramethyldihydro-disiloxane into a 2L glass flask, stirring for 20min, adding 0.1g of trifluoromethanesulfonic acid, heating to 42 ℃, polymerizing for 3.5h, stirring for 2h, and filtering with a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in S1 into a 1L glass flask, adding 2.5g of allyl glycidyl ether, heating to 60 ℃, starting stirring for 20min, adding 0.0013g of platinum-containing catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding 10g of polyetheramine and 40g of n-butanol into a flask in S2, and carrying out heat preservation and reflux for 8h at 82 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 30min, adding 10g of distilled water, stirring for 5min, adding the rest 20g of distilled water and 10g of a cationic softening agent 10 times, stirring for 4min every time, spacing for 2min every time, standing until the mixture is completely clear, and filtering to obtain a light yellow transparent microemulsion, thereby obtaining the organic silicon softening agent.

Emulsification: the hydrosilylation reaction temperature in the S2 is 75 ℃, and the reaction time is 8 h.

The terminal hydrogen-containing silicone oil prepared in S1 has a weight average molecular weight of 12782.2 as measured by mass spectrometry.

The molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in the S2 was 1.8.

The preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, dissolving the chloroplatinic acid in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%, namely the platinum-containing catalyst.

The platinum-containing catalyst was used in an amount of 8 ppm.

The octamethylcyclotetrasiloxane is purchased from Zhongtian Oriental Fluorosilicone materials Co.

The tetramethyldisiloxane purchasing manufacturer is honest chemical industry Co.

The purchase manufacturer of the trifluoromethanesulfonic acid is Shanghai Huiquan chemical company Limited.

The allyl glycidyl ether purchaser is Yangzhou morning chemical Co., Ltd.

The emulsifier purchasing manufacturer is ZiboHajie chemical industry Co., Ltd., model NP-10.

The polyetheramine was purchased from Yangzhou morning chemical Co., Ltd., model ED 900.

The cationic softener is purchased from Guangzhou Mingshen chemical Co., Ltd, and the model is 8812.

Example 2

A preparation method of an organic silicon softening agent comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding 1000g of octamethylcyclotetrasiloxane and 10g of tetramethyldihydro-disiloxane into a 2L glass flask, stirring for 20min, adding 0.1g of trifluoromethanesulfonic acid, heating to 42 ℃, polymerizing for 3.5h, stirring for 2h, and filtering with a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in S1 into a 1L glass flask, adding 2.5g of allyl glycidyl ether, heating to 60 ℃, starting stirring for 20min, adding 0.0013g of platinum-containing catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding 10g of polyetheramine and 40g of n-butanol into a flask in S2, and carrying out heat preservation and reflux for 8h at 82 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 30min, adding 10g of distilled water, stirring for 5min, adding the rest 20g of distilled water and 10g of a cationic softening agent 10 times, stirring for 4min every time, spacing for 2min every time, standing until the mixture is completely clear, and filtering to obtain a light yellow transparent microemulsion, thereby obtaining the organic silicon softening agent.

The hydrosilylation reaction temperature in the S2 is 75 ℃, and the reaction time is 8 h.

The terminal hydrogen-containing silicone oil prepared in S1 has a weight average molecular weight of 12782.2 as measured by mass spectrometry.

The molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in the S2 is 2.

The preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, dissolving the chloroplatinic acid in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%, namely the platinum-containing catalyst.

The platinum-containing catalyst was used in an amount of 8 ppm.

The octamethylcyclotetrasiloxane is purchased from Zhongtian Oriental Fluorosilicone materials Co.

The tetramethyldisiloxane purchasing manufacturer is honest chemical industry Co.

The purchase manufacturer of the trifluoromethanesulfonic acid is Shanghai Huiquan chemical company Limited.

The allyl glycidyl ether purchaser is Yangzhou morning chemical Co., Ltd.

The emulsifier purchasing manufacturer is ZiboHajie chemical industry Co., Ltd., model NP-10.

The polyetheramine was purchased from Yangzhou morning chemical Co., Ltd., model ED 900.

The cationic softener is purchased from Guangzhou Mingshen chemical Co., Ltd, and the model is 8812.

Example 3

A preparation method of an organic silicon softening agent comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding 1000g of octamethylcyclotetrasiloxane and 10g of tetramethyldihydro-disiloxane into a 2L glass flask, stirring for 20min, adding 0.1g of trifluoromethanesulfonic acid, heating to 42 ℃, polymerizing for 3.5h, stirring for 2h, and filtering with a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in S1 into a 1L glass flask, adding 2.5g of allyl glycidyl ether, heating to 60 ℃, starting stirring for 20min, adding 0.0013g of platinum-containing catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding 10g of polyetheramine and 40g of n-butanol into a flask in S2, and carrying out heat preservation and reflux for 8h at 82 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 30min, adding 10g of distilled water, stirring for 5min, adding the rest 20g of distilled water and 10g of a cationic softening agent 10 times, stirring for 4min every time, spacing for 2min every time, standing until the mixture is completely clear, and filtering to obtain a light yellow transparent microemulsion, thereby obtaining the organic silicon softening agent.

The hydrosilylation reaction temperature in the S2 is 75 ℃, and the reaction time is 8 h.

The terminal hydrogen-containing silicone oil prepared in S1 has a weight average molecular weight of 12782.2 as measured by mass spectrometry.

The molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in the S2 was 1.5.

The preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, dissolving the chloroplatinic acid in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%, namely the platinum-containing catalyst.

The platinum-containing catalyst was used in an amount of 8 ppm.

The octamethylcyclotetrasiloxane is purchased from Zhongtian Oriental Fluorosilicone materials Co.

The tetramethyldisiloxane purchasing manufacturer is honest chemical industry Co.

The purchase manufacturer of the trifluoromethanesulfonic acid is Shanghai Huiquan chemical company Limited.

The allyl glycidyl ether purchaser is Yangzhou morning chemical Co., Ltd.

The emulsifier purchasing manufacturer is ZiboHajie chemical industry Co., Ltd., model NP-10.

The polyetheramine was purchased from Yangzhou morning chemical Co., Ltd., model ED 900.

The cationic softener is purchased from Guangzhou Mingshen chemical Co., Ltd, and the model is 8812.

Example 4

A preparation method of an organic silicon softening agent comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding 1000g of octamethylcyclotetrasiloxane and 10g of tetramethyldihydro-disiloxane into a 2L glass flask, stirring for 20min, adding 0.1g of trifluoromethanesulfonic acid, heating to 42 ℃, polymerizing for 3.5h, stirring for 2h, and filtering with a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in S1 into a 1L glass flask, adding 2.5g of allyl glycidyl ether, heating to 60 ℃, starting stirring for 20min, adding 0.0013g of platinum-containing catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding 10g of polyetheramine and 40g of n-butanol into a flask in S2, and carrying out heat preservation and reflux for 8h at 82 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 30min, adding 10g of distilled water, stirring for 5min, adding the rest 20g of distilled water and 10g of a cationic softening agent 10 times, stirring for 4min every time, spacing for 2min every time, standing until the mixture is completely clear, and filtering to obtain a light yellow transparent microemulsion, thereby obtaining the organic silicon softening agent.

The hydrosilylation reaction temperature in the S2 is 75 ℃, and the reaction time is 8 h.

The terminal hydrogen-containing silicone oil prepared in S1 has a weight average molecular weight of 12782.2 as measured by mass spectrometry.

The molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in the S2 is 3.

The preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, dissolving the chloroplatinic acid in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%, namely the platinum-containing catalyst.

In a preferred embodiment, the platinum-containing catalyst is used in an amount of 8 ppm.

The octamethylcyclotetrasiloxane is purchased from Zhongtian Oriental Fluorosilicone materials Co.

The tetramethyldisiloxane purchasing manufacturer is honest chemical industry Co.

The purchase manufacturer of the trifluoromethanesulfonic acid is Shanghai Huiquan chemical company Limited.

The allyl glycidyl ether purchaser is Yangzhou morning chemical Co., Ltd.

The emulsifier purchasing manufacturer is ZiboHajie chemical industry Co., Ltd., model NP-10.

The polyetheramine was purchased from Yangzhou morning chemical Co., Ltd., model ED 900.

The cationic softener is purchased from Guangzhou Mingshen chemical Co., Ltd, and the model is 8812.

Example 5

A preparation method of an organic silicon softening agent comprises the following steps:

s1, preparation of hydrogen-containing silicone oil: adding 1000g of octamethylcyclotetrasiloxane and 10g of tetramethyldihydro-disiloxane into a 2L glass flask, stirring for 20min, adding 0.1g of trifluoromethanesulfonic acid, heating to 42 ℃, polymerizing for 3.5h, stirring for 2h, and filtering with a Buchner funnel to obtain hydrogen-terminated silicone oil;

s2, preparation of epoxy silicone oil: adding the hydrogen-terminated silicone oil prepared in S1 into a 1L glass flask, adding 2.5g of allyl glycidyl ether, heating to 60 ℃, starting stirring for 20min, adding 0.0013g of platinum-containing catalyst while stirring, continuing heating to perform hydrosilylation reaction, and cooling to obtain epoxy silicone oil;

s3, adding 10g of polyetheramine and 40g of n-butanol into a flask in S2, and carrying out heat preservation and reflux for 8h at 82 ℃ to obtain epoxy-terminated silicone oil;

s4, preparing an organic silicon softening agent: adding the epoxy-terminated silicone oil prepared in the step S3 into a glass flask, adding an emulsifier, stirring for 30min, adding 10g of distilled water, stirring for 5min, adding the rest 20g of distilled water and 10g of a cationic softening agent 10 times, stirring for 4min every time, spacing for 2min every time, standing until the mixture is completely clear, and filtering to obtain a light yellow transparent microemulsion, thereby obtaining the organic silicon softening agent.

The hydrosilylation reaction temperature in the S2 is 100 ℃, and the reaction time is 8 h.

The terminal hydrogen-containing silicone oil prepared in S1 has a weight average molecular weight of 12782.2 as measured by mass spectrometry.

The molar ratio of the allyl glycidyl ether to the terminal hydrogen-containing silicone oil in the S2 was 1.8.

The preparation method of the platinum-containing catalyst comprises the following steps: weighing 1 part of chloroplatinic acid, dissolving the chloroplatinic acid in 99 parts of n-butyl alcohol to prepare a chloroplatinic acid-n-butyl alcohol solution with the content of 1%, namely the platinum-containing catalyst.

The platinum-containing catalyst was used in an amount of 8 ppm.

The octamethylcyclotetrasiloxane is purchased from Zhongtian Oriental Fluorosilicone materials Co.

The tetramethyldisiloxane purchasing manufacturer is honest chemical industry Co.

The purchase manufacturer of the trifluoromethanesulfonic acid is Shanghai Huiquan chemical company Limited.

The allyl glycidyl ether purchaser is Yangzhou morning chemical Co., Ltd.

The emulsifier purchasing manufacturer is ZiboHajie chemical industry Co., Ltd., model NP-10.

The polyetheramine was purchased from Yangzhou morning chemical Co., Ltd., model ED 900.

The cationic softener is purchased from Guangzhou Mingshen chemical Co., Ltd, and the model is 8812.

Performance testing

1. Smoothness test

Immersing the cotton whitening cloth into the organic silicon softening agent prepared in the embodiment 1-5, drying and shaping (150-200 ℃ for 90s), and then carrying out performance test; and (3) setting the hand feeling of the original cloth to be 1 point by adopting a hand feeling evaluation method, preferably 5 points by adopting the hand feeling evaluation method, and taking an average value.

2. Centrifuge stability test

After the silicone softener prepared in examples 1 to 5 was centrifuged in a centrifuge for 24 hours, the change in the state of the silicone softener was observed.

The performance test data is shown in table 1.

TABLE 1

Examples	Emulsion state	Smoothness/grade	Centrifugal stability
				Example 1	Bluish-whitish liquids	5	Stable non-lamination
Example 2	Blue light white liquid	4	Stable non-lamination
				Example 3	Blue light white liquid	4	Stable non-lamination
Example 4	Blue light transparent liquid	2	Layering
				Example 5	Yellowish turbid liquid	1	Layering

The foregoing examples are merely illustrative and serve to explain some of the features of the method of the present invention. The appended claims are intended to claim as broad a scope as is contemplated, and the examples presented herein are merely illustrative of selected implementations in accordance with all possible combinations of examples. Accordingly, it is applicants' intention that the appended claims are not to be limited by the choice of examples illustrating features of the invention. Also, where numerical ranges are used in the claims, subranges therein are included, and variations in these ranges are also to be construed as possible being covered by the appended claims.