Plasticised polyvinyl chloride

• US 20050020718A1
• Filed: 09/25/2002
• Published: 01/27/2005
• Est. Priority Date: 09/25/2001
• Status: Active Grant

• Current Assignee: ExxonMobil Chemical Patents Inc. (Exxon Mobil Corporation)
• Original Assignee: ExxonMobil Chemical Patents Inc. (Exxon Mobil Corporation)
• Inventors: Larson, Thomas Marshall, Naert, Didier, Legrand, Pierre Jean Paul, Godwin, Allen D., Gosse, Claudius, Caers, Raphael Frans, Daniels, Paul H
• Granted Patent: US 7,297,738 B2
• Time in Patent Office: Days
• US Class Current: 523/105
• CPC Class Codes: C08K 5/0016 Plasticisers
• CPC Class Codes: C08K 5/12 of cyclic polycarboxylic acids
• CPC Class Codes: C08L 27/06 Homopolymers or copolymers of vinyl chloride
• CPC Class Codes: Y10T 428/2933 Coated or with bond, impregnation or core
• CPC Class Codes: Y10T 428/31797 Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/3192 Next to vinyl or vinylidene chloride polymer

Abstract

Esters of cyclohexane polycarboxylic acids are used as plasticisers for polyvinyl chloride to enable products with comparable mechanical properties to be obtained using less polyvinyl chloride. Use of these esters also produces formulations with increased stability to ultra-violet light, improved low temperature properties, lower viscosity and improved processability as well as reduced smoke on burning. The esters of cyclohexane polycarboxylic acids may be used alone or in admixture with other plasticisers when the esters of cyclohexane polycarboxylic acids may act as viscosity depressants. Fast fusing plasticisers may also be included. The formulations are particularly useful in the production of a range of goods from semi-rigid to highly flexible materials and are particularly useful in the production of medical materials such as blood bags and tubing.

Claims

1-29. -29. (Cancelled)

30. An article of manufacture selected from medical tubing, blood bags, toys, films, bottle caps, and materials used for food contact comprising a polyvinyl chloride plasticized with a plasticizer comprising one or more esters of cyclohexane polycarboxylic acids.

31. The article according to claim 30 wherein the article is a semi-rigid polyvinyl chloride composition containing from 10 to 40 parts of plasticizer per 100 parts of polyvinyl chloride.

32. The article according to claim 30 wherein the article is medical tubing comprising a flexible polyvinyl chloride composition containing from 40 to 60 parts of plasticizer per 100 parts of polyvinyl chloride.

33. The article according to claim 30 wherein the article is a toy comprising from 70 to 110 parts of plasticizer per 100 parts of polyvinyl chloride.

34. The article according to claim 30 wherein the article is a plastisol composition containing from 40 to 200 parts by weight of a plasticizer per 100 parts of polyvinyl chloride, wherein the plasticizer comprises one or more cyclohexane polycarboxylic acid esters.

35. The article according to claim 30 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,2-, 1,3-, or 1,4-dicarboxylic acid or anhydride.

36. The article according to claim 30 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,3,5-, 1,2,3-, or 1,2,4-tricarboxylic acid.

37. The article according to claim 30 wherein the cyclohexane polycarboxylic acid ester is derived from an alcohol containing from 5 to 13 carbon atoms.

38. The article according to claim 30 wherein the cyclohexane polycarboxylic acid ester is dinonyl cyclohexane dicarboxylic acid.

39. The article according to claim 38 wherein the ester is a mixture of diesters of cyclohexanoic dicarboxylic acid with a mixture of alcohols having an average carbon number between 8.5 and 9.5 in whose 1H-NMR spectrum, obtained in CDCL3, the ratio [R2] of the surface area below the resonance signals with chemical shifts in the range between the lowest valley close to 1.0 and 2.0 towards TMS to the surface area below the resonance signals with chemical shifts in the range between 0.5 and the lowest valley close to 1.0 ppm towards TMS is between 1.35 and 5.50.

40. A method for depressing the viscosity of a plastisol composition comprising providing a plastisol composition and admixing an ester of a cyclohexane carboxylic acid.

41. The method according to claim 40 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,2-, 1,3-, or 1,4-dicarboxylic acid or anhydride.

42. The method according to claim 40 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,3,5-, 1,2,3-, or 1,2,4-tricarboxylic acid.

43. The method according to claim 40 wherein the cyclohexane polycarboxylic acid ester is derived from an alcohol containing from 5 to 13 carbon atoms.

44. The method according to claim 40 wherein the cyclohexane polycarboxylic acid ester is dinonyl cyclohexane dicarboxylic acid.

45. A plasticized polyvinyl chloride composition comprising polyvinyl chloride and from 20 to 200 phr of a mixture of (i) one or more plasticizers that are not esters of a cyclohexane carboxylic acid and (ii) one or more esters of a cyclohexane carboxylic acid in which the mixture contains greater than 5 wt % based on the total plasticizer of the ester of the cyclohexane carboxylic acid.

46. The composition according to claim 45 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,2-, 1,3-, or 1,4-dicarboxylic acid or anhydride.

47. The composition according to claim 45 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,3,5-, 1,2,3-, or 1,2,4-tricarboxylic acid.

48. The composition according to claim 45 wherein the cyclohexane polycarboxylic acid ester is derived from an alcohol containing from 5 to 13 carbon atoms.

49. The composition according to claim 45 wherein the cyclohexane polycarboxylic acid ester is dinonyl cyclohexane dicarboxylic acid.

50. A multilayer article in which at least two adjacent layers comprise plasticised polyvinyl chloride wherein the plasticizer in one of said two adjacent layers contains an ester of a cyclohexane polycarboxylic acid.

51. The article according to claim 50 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,2-, 1,3-, or 1,4-dicarboxylic acid or anhydride.

52. The article according to claim 50 wherein the cyclohexane polycarboxylic acid ester is an ester of cyclohexane 1,3,5-, 1,2,3-, or 1,2,4-tricarboxylic acid.

53. The article according to claim 50 wherein the cyclohexane polycarboxylic acid ester is derived from an alcohol containing from 5 to 13 carbon atoms.

54. The article according to claim 50 wherein the cyclohexane polycarboxylic acid ester is dinonyl cyclohexane dicarboxylic acid.

55. A polyvinyl chloride composition comprising 100 parts of polyvinyl chloride and from 20 to 200 parts of a plasticizer comprising an ester of a cyclohexane carboxylic acid and containing in addition from 5 to 30 parts per hundred parts of polyvinyl chloride of a fast-fusing plasticizer.