Ester-functional polysiloxanes and copolymers made therefrom

Patent metadata

Field	Value
Publication number	US-9957357-B2
Application number	US-201615355528-A
Country	US
Kind code	B2
Filing date	Nov 18, 2016
Priority date	Jul 3, 2014
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

There is described a polysiloxane having the structure:

wherein R 1 , R 2 , and R 3 are independently a hydrocarbon radical, an unsaturated radical, an alkoxy radical, an aryl radical or an alkenyloxy radical, R 4 is independently a direct bond or hydrocarbon radical optionally substituted with oxygen and nitrogen, R 5 is independently a hydrogen, a halogen, an aliphatic group having from 1 to 6 carbon atoms, an aromatic group having 6 to 8 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or an aryloxy group, R 6 is independently a hydroxyl group, an amine group, an acid chloride group, or a sulfonyl halide group, x is from 1 to 300; y is from 0 to 50; and z is from 0 to 50. The polysiloxane is used to make various copolymers and polymer blends. A variety of articles can be made using the polysiloxane described as a polymer blend or copolymer.

First claim

What is claimed is:

1. A method of preparing the polyorganosiloxane having the structure of Formula I:

wherein R 1 , R 2 , and R 3 are independently a hydrocarbon radical, an unsaturated radical, an alkoxy radical, an aryl radical or an alkenyloxy radical; R 4 is independently a direct bond or hydrocarbon radical optionally substituted with oxygen and nitrogen; R 5 is independently a hydrogen, a halogen, an aliphatic group having from 1 to 6 carbon atoms, an aromatic group having 6 to 8 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or an aryloxy group; R 6 is independently a hydroxyl group; x is from 1 to 300; y is from 0 to 50; and z is from 0 to 50 comprising:
reacting a hydride terminated siloxane represented by Formula II:

wherein R 1 , R 2 and R 3 , are independently a hydrocarbon radical, an unsaturated radical, an alkoxy radical, an aryl radical or an alkenyloxy radical; x is from 1 to 300; y is from 0 to 50; and z is from 0 to 50;
with a phenol protected compound having the general formula:

wherein R 4 is independently a direct bond or hydrocarbon radical optionally substituted with oxygen and nitrogen; R 5 is independently a hydrogen, a halogen, an aliphatic group having from 1 to 6 carbon atoms, an aromatic group having 6 to 8 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or an aryloxy group, at a temperature effective to produce a phenol-protected siloxane;
deprotecting the phenol-protected siloxane compound in a mixture of a polar solvent and a mineral acid to form a phenol-deprotected siloxane; and
purifying the phenol-deprotected siloxane.

2. The method of claim 1 , wherein the hydride terminated siloxane with the phenol protected compound is carried out at a temperature of about 80° C. to 200° C.

3. The method of claim 1 , wherein the phenol protected compound is allyl 4-((tetrahydro-2H-pyran-2-yl)oxy)benzoate or allyl 2-(4-((tetrahydro-2H-pyran-2-yl)phenyl acetate.

4. The method of claim 1 , wherein the mixture of polar solvent and mineral acid is tetrahydrofuran and hydrogen chloride.

5. The method of claim 1 , wherein the purifying phenol-deprotected siloxane is achieved by removal of organics.

6. The method of claim 5 , wherein the removal of organics is achieved at reduced pressure and at a temperature of about 150° C. to 300° C.

Assignees

• Momentive Performance Mat Inc
• Momentive Performance Mat Inc

Inventors

• Iyer Narayana Padmanabha
• Ramakrishnan Indumathi
• Mittal Anuj
• Rojas-Wahl Roy
• Alam Samim

Classifications

• C08G77/14 Primary

  containing silicon bound to oxygen-containing groups · CPC title

• C08G77/448 Primary

  containing polycarbonate sequences · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title

• C08G64/186

  containing polysiloxane sequences · CPC title