阅读说明：本技术 包含一硫代碳酸酯基团和烯属不饱和基团的化合物的聚合物 (Polymers of compounds comprising a monothiocarbonate group and an ethylenically unsaturated group ) 是由 I·蒂尔 M·耶格尔卡 P·鲁道夫 于 2019-08-19 设计创作，主要内容包括：可以通过使包含至少一个5员环状一硫代碳酸酯基团和至少一个可聚合烯属不饱和基团的化合物A),包含至少一个选自伯或仲氨基的氨基的化合物B),以及任选地,不同于化合物A)并且包含至少一个5员环状一硫代碳酸酯基团的化合物C),以及任选地,不同于化合物A)且包含至少一个与基团-SH反应的官能基团的化合物D)反应而得到的聚合物。(Polymers obtainable by reacting a compound A) comprising at least one 5-membered cyclic monothiocarbonate group and at least one polymerizable ethylenically unsaturated group, a compound B) comprising at least one amino group selected from primary or secondary amino groups, and optionally a compound C) which is different from compound A) and comprises at least one 5-membered cyclic monothiocarbonate group, and optionally a compound D) which is different from compound A) and comprises at least one functional group which reacts with a group-SH.)

1. A polymer obtainable by reacting:

compound a) comprising at least one 5-membered cyclic monothiocarbonate group and at least one polymerizable ethylenically unsaturated group,

a compound B) comprising at least one amino group selected from primary or secondary amino groups, and optionally,

a compound C) which is different from compound A) and comprises at least one 5-membered cyclic monothiocarbonate group, and optionally,

a compound D) which is different from the compound A) and comprises at least one functional group which reacts with a group-SH).

2. The polymer according to claim 1, wherein compound a) comprises one 5-membered cyclic monothiocarbonate group and one polymerizable ethylenically unsaturated group.

3. A polymer according to claim 1 or 2, wherein the polymerisable ethylenically unsaturated group is a vinyl group or an acrylic or methacrylic group, abbreviated as a (meth) acrylic group.

4. A polymer according to any one of claims 1 to 3, wherein compound a) is a compound of formula I:

whereinR¹-R⁴One represents an organic group containing a vinyl group or a (meth) acrylic group and R¹-R⁴The remaining 3 of (a) represent hydrogen or an organic group having up to 20 carbon atoms.

5. The polymer according to any of claims 1 to 4, wherein the compound A) is 5- (methacryloyloxy) methyl-1, 3-oxathiolan-2-one or 5- (acryloyloxy) methyl-1, 3-oxathiolan-2-one.

6. The polymer according to any of claims 1 to 5, wherein the compound B) comprises 1 to 5 amino groups.

7. The polymer according to any of claims 1 to 6, wherein the functional groups of the compound D) which reacts with-SH are selected from polymerizable ethylenically unsaturated groups or epoxy groups.

8. The polymer according to any of claims 1 to 7, wherein the polymer comprises at least 40% by weight of compounds A) and B).

9. The polymer according to any of claims 1 to 8, wherein compound B) is used in an amount such that at least 10 mol% of the monothiocarbonate groups of compounds A) and optionally C) are converted into-SH groups.

10. A polymer according to claim 9, wherein the compounds a), B) and optionally C) and D) are used in amounts which give a molar ratio of 0.8 to 1.2mol of groups reactive toward-SH per 1mol of-SH groups.

11. A two-component curable system consisting of a first component comprising all compounds having a monothiocarbonate group and a second component comprising all compounds having a primary or secondary amino group.

12. A method of making a polymer, wherein the following compounds are reacted:

a compound A) comprising at least one 5-membered cyclic monothiocarbonate group and at least one polymerizable ethylenically unsaturated group, and

a compound B) comprising at least one amino group selected from primary or secondary amino groups, and optionally,

a compound C) which is different from compound A) and comprises at least one 5-membered cyclic monothiocarbonate group, and optionally,

a compound D) which is different from the compound A) and comprises at least one functional group which reacts with a group-SH).

Examples

Example 1

Polymers of a compound A) having one methacryloyl group and a compound B) having one amino group

5- (methacryloyloxy) methyl-1, 3-oxathiolan-2-one (1.01g) was melted in a 10ml flask equipped with a magnetic stirrer. Butylamine (0.37g) was added with stirring at 40 ℃. The viscosity of the mixture increases with time. The polymer remained viscous after 24 hours.

Example 2

Polymers of a compound A) having one methacryloyl group and a compound B) having two amino groups in the presence of a solvent

1, 4-bis was stirred in a 50ml flask equipped with a magnetic stirrerAn alkane (0.75g) and 5- (methacryloyloxy) methyl-1, 3-oxathiolan-2-one (2.02g) were added and heated to 50 ℃ until a homogeneous solution was obtained. The solution was cooled to 25 ℃.1, 3-diaminocyclohexane (0.71g) was then added with stirring. The polymer was cured at room temperature within 30 minutes, and after 2 hours a non-tacky polymer was obtained.

Example 3

Polymers of a compound A) having one methacryloyl group and a compound B) having three amino groups in the presence of a solvent

1, 4-bis was stirred in a 50ml flask equipped with a magnetic stirrerAn alkane (1.5g) and 5- (methacryloyloxy) methyl-1, 3-oxathiolan-2-one (3.03g) were added and heated to 50 ℃ until a homogeneous solution was obtained. The solution was cooled to 30 ℃. Tris (2-aminoethyl) amine (0.74g) was then added with stirring. The polymer cured within 4 minutes.

Example 4

Polymers of a compound A) having one methacryloyl group and a compound B) having three amino groups in the absence of a solvent

5- (Methacryloyloxy) methyl-1, 3-oxathiolan-2-one (3.03g) was heated in a 50ml flask equipped with a magnetic stirrer and then cooled to 40 ℃. To the melt was added tris (2-aminoethyl) amine (0.74 g). The reaction mixture is cured within seconds at a rapid increase in temperature.