NONTOXIC CATALYST FOR PREPARATION OF POLYSILOXANE (METH)ACRYLATES

• US 20190309133A1
• Filed: 11/09/2017
• Published: 10/10/2019
• Est. Priority Date: 12/14/2016
• Status: Active Grant

• Current Assignee: Rohm and Haas Company (Dow, Inc.)
• Original Assignee: Rohm and Haas Company (Dow, Inc.)
• Inventors: Sathiosatham, Muhunthan, Pawlow, James H., Nguyen, Lan T.P. Hoang
• Granted Patent: US 11,072,688 B2
• Time in Patent Office: Days
• CPC Class Codes: B01J 2231/49 Esterification or transesterification
• CPC Class Codes: B01J 2531/002 Materials
• CPC Class Codes: B01J 31/0212 Alkoxylates
• CPC Class Codes: C08G 77/08 characterised by the catalysts used
• CPC Class Codes: C08G 77/16 to hydroxyl groups
• CPC Class Codes: C08G 77/18 to alkoxy or aryloxy groups
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/38 Polysiloxanes modified by chemical after-treatment C08G77/045 takes precedence
• CPC Class Codes: C08K 5/098 Metal salts of carboxylic acids
• CPC Class Codes: C08K 5/10 Esters; Ether-esters
• CPC Class Codes: C08K 5/3435 Piperidines
• CPC Class Codes: C08L 83/04 Polysiloxanes

Abstract

A method for preparation of (meth)acrylate esters of polysiloxanes. The method comprises contacting in the presence of zirconium acetylacetonate or hafnium acetylacetonate: (i) a polysiloxane having at least two hydroxyl groups, each of which is attached to a carbon atom, and (ii) a C₁-C₄ alkyl (meth)acrylate.

Claims

1. A method for preparation of (meth)acrylate esters of polysiloxanes;

said method comprising contacting in the presence of zirconium acetylacetonate or hafnium acetylacetonate;

(i) a polysiloxane having at least two hydroxyl groups, each of which is attached to a carbon atom, and (ii) a C₁-C₄ alkyl (meth)acrylate.

2. The method of claim 1 in which the polysiloxane comprises siloxane units having phenyl substituents, C₁-C₁₂ alkyl substituents or a combination thereof.

3. The method of claim 2 in which (i) and (ii) are contacted in the presence of zirconium acetylacetonate.

4. The method of claim 3 in which siloxane units having phenyl, C₁-C₁₂ alkyl substituents or a combination thereof comprise at least 50 wt % of the polysiloxane and the polysiloxane has from two to ten hydroxyl groups.

5. The method of claim 4 in which the polysiloxane has formula (I)

6. The method of claim 5 in which k is 0 and Z is hydroxyl.

7. The method of claim 6 in which j is from 5 to 70.

8. The method of claim 7 in which R is phenyl or C₁-C₄ alkyl and Y is a C₂-C₈ alkylene linker.

9. The method of claim 8 in which R is methyl, j is from 5 to 40.