IP Library Granted Patent US 9,206,275
Granted Patent B2
US 9,206,275 · App. 14/069,474 · Granted Dec 8, 2015

Ketal ester derivatives

Inventors: Sergey Selifonov (Plymouth, MN); Brian Daniel Mullen (Delano, MN); Douglas Alan Wicks (Plymouth, MN); Vivek Badarinarayana (St. Louis Park, MN)
Assignee: SEGETIS, INC.
C08F124/00C07D317/30C07D319/06C07D407/12C08G63/66C08G63/672C08G64/00C08G64/0208C08L29/00C08L33/00Y10T428/1352
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Quick Facts
Patent No.
US 9,206,275
App. No.
14/069,474
Granted
Dec 8, 2015
Kind
B2
Abstract

The present disclosure relates to the preparation of acrylate, alkacrylate, allyl, and polycarbonate derivatives of hydroxy ketal esters, and uses thereof.

Claims (20)

1. A compound having the structure P2:

wherein

R 2 is a covalent bond or a linear, branched, or cyclic alkyl, alkenyl, or alkynyl group having 1 to 18 carbon atoms, or an aryl or alkaryl group having between 7 and 36 carbon atoms;

R 3 is hydrogen, alkynyl, or a linear, branched, or cyclic alkyl or alkenyl group having 1 to 18 carbon atoms, or an aryl or alkaryl group having from 7 to 36 carbon atoms;

R 4 is silyl, silane, or siloxane, or a hydrocarbon group having the formula

wherein

a is 0 or 1 and

R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently hydrogen, alkynyl, a linear, branched, or cyclic alkyl group having 1 to 18 carbon atoms, a linear or branched alkenyl group having 1 to 18 carbon atoms, an aryl group, or an alkaryl group having from 7 to 18 carbon atoms;

R 11 is a monovalent, divalent, or multivalent linear, branched, or cyclic alkyl group having 1 to 36 carbon atoms, a linear or branched alkenyl group having 1 to 36 carbon atoms, an aryl group, or alkaryl group having from 7 to 36 carbon atoms, or a ketal residue comprising the structure

wherein R 2′ , R 3′ , and R 4′ are as defined for R 2 , R 3 , and R 4 respectively;

R 12 is hydrogen or a linear or branched alkyl group having between 1 and 8 carbons;

α is an integer of 1 to about 100, and where there is more than one α, the values of α are the same or different; and

β is an integer of 1 to about 10.

2. The compound of claim 1 wherein R 11 further comprises one or more additional functional groups comprising halogen, tertiary amine, carbonate, ether, carboxylic acid, carboxylic ester, carbonyl, urethane, imide, amide, or a combination thereof.

3. The compound of claim 1 wherein R 2 is —(CH 2 ) 2 —, R 3 is —CH 3 , and R 4 is the residue of glycerol.

4. The compound of claim 1 wherein R 11 is the residue of a diacid, the diacid comprising oxalic acid, malonic acid, succinic acid, adipic acid, pimellic acid, suberic acid, dodecane-dioic acid, azelaic acid, a dimer acid, sebacic acid, or o, m, or p-phthalic acid.

5. The compound of claim 4 wherein β is 1.

6. The compound of claim 4 wherein β is 2.

7. The compound of claim 2 wherein R 11 is the ketal residue and R 2 is —(CH 2 ) 2 —, R 3 is —CH 3 , and R 4 is the residue of 1,2-propanediol or 1,2-ethanediol.

8. The compound of claim 7 wherein one or more a is between about 1 and 4.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2016
From: SEGETIS, INC.
To: GFBIOCHEMICALS LIMITED
Reel/Frame 038373/0362 →
Continuity (6)
Division 13120954
Provisional Application 61099922 · Sep 25, 2008
Provisional Application 61179460 · May 19, 2009
Provisional Application 61147278 · Jan 26, 2009
Provisional Application 61219098 · Jun 22, 2009
Related Publication 20140163127A1 · Jun 12, 2014