Branched organosilicon compound, method of preparing same, and copolymer formed therewith

Patent metadata

Field	Value
Publication number	US-12371535-B2
Application number	US-201917418950-A
Country	US
Kind code	B2
Filing date	Dec 30, 2019
Priority date	Dec 31, 2018
Publication date	Jul 29, 2025
Grant date	Jul 29, 2025

Abstract

A branched organosilicon compound (“compound”) is provided having the general formula: (R 1 ) 3 Si—X—NR 2 R 3 , where X is a divalent linking group; R 2 is H or R; R 3 comprises an acryloxy moiety; each R 1 is selected from R and —OSi(R 4 ) 3 , with the proviso that at least one R 1 is —OSi(R 4 ) 3 ; where each R 4 is selected from R, —OSi(R 5 ) 3 , and —[OSiR 2 ]mOSiR 3 ; where each R 5 is selected from R, —OSi(R 6 ) 3 , and —[OSiR 2 ] m OSiR 3 ; and where each R 6 is selected from R and —[OSiR 2 ] m OSiR 3 , with the proviso that at least one of R 4 , R 5 and R 6 is —[OSiR 2 ] m OSiR 3 ; 0≤m≤100; and each R is a substituted or unsubstituted hydrocarbyl group. Also provided is a method of preparing the compound, a copolymer comprising the reaction product of the compound and a second compound reactive with the compound, a method of forming the copolymer, and a composition including at least one of the compound and the copolymer.

First claim

What is claimed is:

1. A branched organosilicon compound having the following general formula:

wherein X is a divalent linking group; R 2 is H or R, where R is a substituted or unsubstituted hydrocarbyl group; R 3 comprises an acryloxy moiety; and each R 1 is selected from R and —OSi(R 4 ) 3 , with the proviso that at least one R 1 is —OSi(R 4 ) 3 ; where each R 4 is selected from R, —OSi(R 5 ) 3 , and —[OSiR 2 ] m OSiR 3 ; where each R 5 is selected from R, —OSi(R 6 ) 3 , and —[OSiR 2 ] m OSiR 3 ; where each R 6 is selected from R and —[OSiR 2 ] m OSiR 3 ; and where 0≤m≤100; with the proviso that at least one of R 4 , R 5 and R 6 is —[OSiR 2 ] m OSiR 3 ; and
having one of the following provisos or ii):
i) the branched organosilicon compound has the following general formula:

where each R, R 2 , R 3 , R 5 , and X are independently selected and defined above; or

ii) the branched organosilicon compound has the following general formula:

where each R, R 2 , R 3 , R 5 , and X are independently selected and defined above.

2. The branched organosilicon compound of claim 1 , having the following general formula:

where each R, R 2 , R 3 , R 5 , and X are independently selected and defined above.

3. The branched organosilicon compound of claim 1 , having the following general formula:

where each R, R 2 , R 3 , R 5 , and X are independently selected and defined above.

4. The branched organosilicon compound of claim 1 , wherein R 3 has the following formula: -D-O—C(O)C(R 7 )CH 2 , where D is a divalent linking group, and R 7 is H or R, where R is defined above.

5. The branched organosilicon compound of claim 1 , having the following general formula:

where each R, R 2 , R 5 , X, D, and R 7 are independently selected and defined above.

6. The branched organosilicon compound of claim 1 , having the following general formula:

where each R, R 2 , R 5 , X, D, and R 7 are independently selected and defined above.

7. A method of preparing a branched organosilicon compound, said method comprising:
reacting (A) an organosilicon compound and (B) a functional compound, optionally in the presence of (C) a catalyst, to give the branched organosilicon compound;
wherein the branched organosilicon compound is the branched organosilicon compound of claim 1 .

8. The method of claim 7 , wherein the organosilicon compound (A) has one of the following general formulas:

where X is a divalent linking group; D is a divalent linking group; each R is an independently selected substituted or unsubstituted hydrocarbyl group; R 2 is H or R; and each R 5 is selected from R, —OSi(R 6 ) 3 , and —[OSiR 2 ] m OSiR 3 ; where each R 6 is selected from R and —[OSiR 2 ] m OSiR 3 ; and 0≤m≤100.

9. The method of claim 7 , wherein the functional compound (B) has the formula:

where R 7 is H or R, where R is a substituted or unsubstituted hydrocarbyl group; and Y is a substituted or unsubstituted hydrocarbyl group.

10. A copolymer comprising the reaction product of a branched organosilicon compound and a second compound reactive with the branched organosilicon compound;
wherein the branched organosilicon compound is the branched organosilicon compound of claim 1 .

11. A method of preparing a copolymer, said method comprising reacting a branched organosilicon compound and a second compound reactive with the branched organosilicon compound to give the copolymer;
wherein the copolymer is the copolymer of claim 10 .

12. A composition comprising the branched organosilicon compound of claim 1 .

13. The composition of claim 12 , further defined as at least one of: (i) an emulsion; (ii) an aqueous composition; (iii) a surfactant composition; (iv) a wetting composition; (v) an aqueous film-forming foam; (vi) a surface tension modifier; (vii) an antiblocking additive; (viii) an agricultural composition; (ix) a coating composition; (x) a paint composition; (xi) a surface treating composition; (xii) a film-forming composition; and (xiii) a cosmetic composition.

14. A composition comprising the copolymer of claim 10 .

Assignees

• Dow Silicones Corp
• Dow Toray Co Ltd

Inventors

• Liu Nanguo
• Souda Tatsuo
• Sugiura Tsunehito
• Telgenhoff Michael

Classifications

• C07F7/10 Primary

  containing nitrogen {having a Si-N linkage} · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K8/585

  Organosilicon compounds · CPC title

• C09D5/00

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title

• C09D183/12

  containing polyether sequences · CPC title