IP Library Granted Patent US 7,294,671
Granted Patent B2
US 7,294,671 · App. 10/773,490 · Granted Nov 13, 2007

Reactive carriers for polymer melt injection

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Quick Facts
Patent No.
US 7,294,671
App. No.
10/773,490
Granted
Nov 13, 2007
Kind
B2
Abstract

The present invention concerns a reactive carrier that forms no by-products during melt injection of polymer into articles such as sheets, films, fibers and containers. The reactive carrier is used to mix additives into the polymer resin. More particularly, the invention relates to the use of one or more cyclic anhydrides or substituted cyclic anhydrides as the reactive carrier. The polymer can be polyester or polyamide. Suitable cyclic anhydrides are those with a melt point of less than the polyester or polyamide, preferably less than about 160° C., and more preferably less than about 125° C. Most preferable are cyclic anhydrides with a melt point less than about 100° C. and especially suitable are those that are liquid at room temperature (25° C.). The cyclic anhydride may be selected from the group of succinic anhydride, substituted succinic anhydride, glutaric anhydride, substituted glutaric anhydride, phthalic anhydride, substituted phthalic anhydride, maleic anhydride, substituted maleic anhydride, or mixtures of two or more of these.

Claims (15)

1. A resin comprising the reaction product of polyester with a substituted cyclic monoanhydride, said reaction product also containing an additive, wherein said substituted cyclic monoanhydride is selected from the group of octadecenyl succinic monoanhydride, hexadecenyl succinic monoanhydride, eicosodecenyl succinic monoanhydride, n-octenyl succinic monoanhydride, nonenyl succinic monoanhydride, and mixtures of these, and wherein the amount of said substituted cyclic monoanhydride is from about 100 to 10,000 ppm.

2. The resin of claim 1 , wherein said polyester is made by the polycondensation of diols and diacids; said diols are ethylene glycol, 1,3-propane diol, 1,4-butane diol or 1,4-cyclohexanedimethanol; and said diacids are terephthalic acid, isophthalic acid or 2,6-naphthoic acid.

3. The resin of claim 2 , wherein said polyester is polyethylene terephthalate, or a copolyester of polyethylene terephthalate with up to 20 wt-% of isophthalic acid or 2,6-naphthoic acid, and up to 10 wt-% of diethylene glycol or 1,4-cyclohexanedimethanol.

4. The resin of claim 2 , wherein said polyester is polybutylene terephthalate, or a copolyester of polybutylene terephthalate with up to 20 wt-% of a dicarboxylic acid, and up to 20 wt-% of ethylene glycol or 1,4-cyclohexanedimethanol.

5. The resin of claim 2 , wherein said polyester is polyethylene naphthalate, or a copolyester of polyethylene naphthalate with up to 20 wt-% of isophthalic acid, and up to 10 wt-% of diethylene glycol or 1,4-cyclohexanedimethanol.

6. The resin of claim 1 , wherein said additive is selected from the group of colorants, anti-slip agents, flame retardants, antioxidants, oxygen gas barrier agents, carbon dioxide gas barrier agents, oxygen scavengers, ultraviolet (UV) radiation absorbers, acetaldehyde reducing agents, crystallization control agents, impact modifiers, catalyst deactivators, melt strength enhancers, anti-static agents, lubricants, chain extenders, nucleating agents, solvents, fillers, plasticizers, and a mixture of two or more of these.

7. A method of producing a resin for making sheets, films, fibers, preforms and containers, comprising: blending a substituted cyclic monoanhydride with an additive to form a mixture, and reacting said substituted cyclic monoanhydride in said mixture with polyester, wherein said substituted cyclic monoanhydride is selected from the group of octadecenyl succinic monoanhydride, hexadecenyl succinic monoanhydride, eicosodecenyl succinic monoanhydride, n-octenyl succinic monoanhydride, nonenyl succinic monoanhydride, and mixtures of these, and wherein the amount of said substituted cyclic monoanhydride is from about 100 to 10,000 ppm.

8. The method of claim 7 , wherein said polyester is made by the polycondensation of diols and diacids; said diols are ethylene glycol, 1,3-propane diol, 1,4-butane diol or 1,4-cyclohexanedimethanol; and said diacids are terephthalic acid, isophthalic acid or 2,6-naphthoic acid.

9. The method of claim 8 , wherein said polyester is polyethylene terephthalate, or a copolyester of polyethylene terephthalate with up to 20 wt-% of isophthalic acid or 2,6-naphthoic acid, and up to 10 wt-% of diethylene glycol or 1,4-cyclohexanedimethanol.

10. The method of claim 8 , wherein said polyester is polybutylene terephthalate, or a copolyester of polybutylene terephthalate with up to 20 wt-% of isophthalic acid or 2,6-naphthoic acid, and up to 20 wt-% of ethylene glycol or 1,4-cyclohexanedimethanol.

11. The method of claim 8 , wherein said polyester is polyethylene naphthalate, or a copolyester of polyethylene naphthalate with up to 20 wt-% of isophthalic acid, and up to 10 wt-% of diethylene glycol or 1,4-cyclohexanedimethanol.

12. The method of claim 7 , wherein said additive does not react with said substituted cyclic monoanhydride.

13. The method of claim 7 , wherein said additive is selected from the group of colorants, anti-slip agents, flame retardants, antioxidants, oxygen gas barrier agents, carbon dioxide gas barrier agents, oxygen scavengers, ultraviolet (UV) radiation absorbers, acetaldehyde reducing agents, crystallization control agents, impact modifiers, catalyst deactivators, melt strength enhancers, anti-static agents, lubricants, chain extenders, nucleating agents, solvents, fillers, plasticizers, and a mixture of two or more of these.

14. The method of claim 7 , wherein said resin is melt extruded into articles such as sheets, films, fibers, preforms and containers.

15. An article such as sheets, films, fibers, preforms and containers made from a resin comprising the reaction product of polyester with substituted cyclic monoanhydride, wherein said reaction product also contains an additive, wherein said substituted cyclic monoanhydride is selected from the group of octadecenyl succinic monoanhydride, hexadecenyl succinic monoanhydride, eicosodecenyl succinic monoanhydride, n-octenyl succinic monoanhydride, nonenyl succinic monoanhydride, and mixtures of these, and wherein the amount of said substituted cyclic monoanhydride is from about 100 to 10,000 ppm.

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2011
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: INVISTA NORTH AMERICA S.A.R.L.
Reel/Frame 027211/0298 →
SECURITY AGREEMENT Recorded Mar 19, 2009
From: INVISTA NORTH AMERICA S.A.R.L.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 022416/0849 →
RELEASE OF U.S. PATENT SECURITY INTEREST Recorded Mar 19, 2009
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT (F/K/A JPMORGAN CHASE BANK)
To: INVISTA NORTH AMERICA S.A.R.L. (F/K/A ARTEVA NORTH AMERICA S.A.R.L.)
Reel/Frame 022427/0001 →
SECURITY AGREEMENT Recorded Dec 18, 2007
From: INVISTA NORTH AMERICA, S.A R.L.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 020262/0001 →
ADDRESS CHANGE Recorded Feb 25, 2005
From: INVISTA NORTH AMERICA S.A.R.L.
To: INVISTA NORTH AMERICA S.A.R.L.
Reel/Frame 016027/0416 →
CHANGE OF NAME Recorded May 19, 2004
From: ARTEVA NORTH AMERICA S.A.R.L.
To: INVISTA NORTH AMERICA S.A R.L.
Reel/Frame 014646/0250 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2004
From: BHEDA, JAYENDRA H.; MOORE, BANKS M., IV
To: ARTEVA NORTH AMERICA S.A.R.L.
Reel/Frame 014977/0067 →