IP Library Granted Patent US 8,431,638
Granted Patent B2
US 8,431,638 · App. 12/990,225 · Granted Apr 30, 2013

Citric ester mixtures and their use

Inventors: Michael Grass (Haltern am See, DE); Stefan Buchholz (Hanau, DE); Wilfried Bueschken (Haltern am See, DE)
Assignee: Evonik Oxeno GmbH
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Quick Facts
Patent No.
US 8,431,638
App. No.
12/990,225
Granted
Apr 30, 2013
Kind
B2
Abstract

The present invention relates to mixtures of citric esters of the formula I, in which each of R 1 , R 2 and R 3 is an aliphatic C 5 or C 9 moiety, wherein the average chain length of the aliphatic moieties in the mixture is in the range from greater than 5 to 7, and the average degree of branching of the aliphatic C 9 moieties is in the range from 0.9 to 2.2. The present invention also relates to the use of the citric ester mixture as a plasticizer in plastics compositions.

Claims (41)

1. A mixture of citric esters of the formula I,

in which each of R 1 , R 2 and R 3 is an aliphatic C 5 or C 9 moiety,

wherein

the average chain length of the aliphatic moieties in the mixture is in the range of from greater than 5 to 7, and the average degree of branching of the aliphatic C 9 moieties is in the range of from 0.9 to 2.2.

2. The mixture of citric esters according to claim 1 ,

further comprising a mixture

of trinonyl and tripentyl citrates.

3. The mixture of citric esters according to claim 1 ,

wherein the average chain length of the aliphatic moieties is in the range of from 5.5 to 6.8.

4. The mixture of citric esters according to claim 1 ,

wherein

the C 5 moieties comprise at least 90% of n-pentyl and 3-methylbutyl moieties, based on the entirety of the C 5 moieties.

5. The mixture of citric esters according to claim 1 ,

wherein

the C 5 moieties comprise at least 70% of 3-methylbutyl moieties, based on the entirety of the C 5 moieties.

6. The mixture of citric esters according to claim 1 ,

wherein

the average degree of branching of the C 9 moieties is from 1.0 to 2.0.

7. A plasticizer composition comprising the mixture of citric esters according to claim 1 .

8. The plasticizer composition according to claim 7 , further comprising

at least one plasticizer selected from the group consisting of an alkyl ester of an aromatic polycarboxylic acid, an alkyl ester of a cyclohexanepolycarboxylic acid, an alkyl ester of benzoic acid, an alkyl ester of adipic acid, a dibenzoic ester of a diethylene glycol, a dibenzoic ester of a dipropylene glycol, a dibenzoic ester of a triethylene glycol, and a dibenzoic ester of a tripropylene glycol,

wherein the plasticizer composition contains from 15 to 90% by weight of the mixture of citric esters, the remainder to 100% by weight being the portions by weight of all the plasticizers.

9. A plastics composition, comprising the plasticizer composition according to claim 8 .

10. A plastics composition according to claim 9 ,

comprising

polyvinyl chloride (PVC).

11. A plastics composition according to claim 9 ,

comprising

polyalkyl methacrylate (PAMA).

12. A plastics composition according to claim 9 ,

comprising

polyvinyl acetate (PVAc).

13. A plastics composition according to claim 9 ,

comprising

polyvinyl butyral (PVB).

14. A plastics composition according to claim 9 ,

comprising

polylactic acid (PLA).

15. A plastics composition according to claim 9 ,

comprising

polyhydroxybutyric acid (PHB).

Assignments (2)
MERGER Recorded Feb 26, 2014
From: EVONIK OXENO GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2010
From: GRASS, MICHAEL; BUCHHOLZ, STEFAN; BUESCHKEN, WILFRIED
To: EVONIK OXENO GMBH
Reel/Frame 025312/0107 →
Priority Claims (1)
DE 10 2008 002 168 · Jun 3, 2008 · national
Continuity (1)
Related Publication 20110046283A1 · Feb 24, 2011