IP Library Granted Patent US 8,329,796
Granted Patent B2
US 8,329,796 · App. 12/811,163 · Granted Dec 11, 2012

Mixtures of diisononyl esters of terephthalic acid, method for the production thereof and use thereof

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,329,796
App. No.
12/811,163
Granted
Dec 11, 2012
Kind
B2
Abstract

The invention relates to mixtures of diisononyl esters of terephthalic acid, characterized in that the isomeric nonyl radicals bound in the ester mixture have an average degree of branching of 1.0 to 2.2. Said mixtures can advantageously be used as softeners or part of a softener composition in plastics or plastic components.

Claims (28)

1. A mixture, comprising:

diisononyl esters of terephthalic acid, comprising isomeric nonyl moieties,

wherein an average degree of branching of the isomeric nonyl moieties of the esters in the mixture is from 1.0 to 2.2, and

having a glass transition temperature below −70° C.

2. The mixture of claim 1 , wherein the average degree of branching of the isomeric nonyl moieties of the esters in the mixture is from 1.1 to 2.1.

3. The mixture of claim 1 , wherein the average degree of branching of the isomeric nonyl moieties of the esters in the mixture is from 1.1 to 2.0.

4. The mixture of claim 1 , wherein the average degree of branching of the isomeric nonyl moieties of the esters in the mixture is from 1.2 to 1.5.

5. The mixture of claim 1 , wherein the isomeric nonyl moieties of the esters in the mixture comprise primary nonyl alcohols.

6. A process for the production of the mixture of claim 1 , comprising:

esterifying terephthalic acid or a terephthalate with a mixture of isomeric nonanols whose average degree of branching is from 1.0 to 2.2.

7. The process of claim 6 , wherein the esterifying comprises a transesterification of terephthalic esters, comprising alkyl moieties which comprise fewer than 8 carbon atoms, with a mixture of isomeric primary nonanols.

8. The process of claim 6 , wherein the esterifying comprises an esterification of terephthalic acid with a mixture of primary nonanols.

9. The process of claim 6 , wherein the esterifying comprises a complete or partial transesterification of a dinonyl terephthalate or of a mixture of isomeric dinonyl terephthalates, with a primary nonanol or a mixture of primary nonanols.

10. The process of claim 6 , wherein the esterifying comprises:

mixing isomerically pure nonyl terephthalates with one another,

mixing an isomerically pure nonyl terephthalate with a mixture of nonyl terephthalates, or

mixing two or more mixtures of dinonyl terephthalates.

11. The process of claim 6 , wherein the mixture of isomeric nonanols comprises from 0.0001 to 10 mol % of 3,5,5-trimethylhexanol.

12. The process of claim 11 , wherein the mixture of isomeric nonanols comprises less than 5 mol % of 3,5,5-trimethylhexanol.

13. The process of claim 6 , wherein a proportion of n-nonanol in the isomeric nonanols mixture is from 0.001 to 20 mol %.

14. A process of manufacturing a plastic or a component of plastic, comprising:

adding a plasticizer comprising the mixture of claim 1 to a plastic or a component of plastic.

15. A plastic or plastics composition, comprising the mixture of claim 1 .

16. A PVC, PVB, or PAMA composition, or a plastics product produced from the PVC, PVB, or PAMA composition, comprising:

the mixture of claim 1 .

17. The mixture of claim 1 , wherein a proportion of 3,5,5-trimethylhexanol in the isomeric nonyl moieties of the mixture is less than 1 mol %.

18. The mixture of claim 1 , wherein a proportion of n-nonanol in the mixture is less than 2 mol %.

19. The mixture of claim 1 , having a glass transition temperature below −80° C.

Assignments (4)
CONFIRMATORY ASSIGNMENT Recorded Nov 6, 2023
From: EVONIK OPERATIONS GMBH
To: EVONIK OXENO GMBH & CO. KG
Reel/Frame 065463/0144 →
CHANGE OF NAME Recorded Dec 16, 2022
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 062739/0749 →
MERGER Recorded Feb 26, 2014
From: EVONIK OXENO GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2010
From: GRASS, MICHAEL
To: EVONIK OXENO GMBH
Reel/Frame 024631/0465 →