IP Library Patent Application 12740975
Patent Application
App. No. 12/740,975

Substitued Phosphazene Compounds and their Use as Flame Resistance Additives for Organic Polymers

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Patent No.
US None
App. No.
12/740,975
Abstract

Cyclic phosphazene compounds that are substituted with phosphorus-containing groups are effective flame retardants for organic polymers.

Claims (35)

1 . A phosphazene compound represented by the structure:

wherein:

(1) m is a number of from 3 to 20,

(2) each Q group is a Q 1 group or Q 2 group provided that at least one Q group on the phosphazene compound is a Q 1 group and at least one Q group on the phosphazene compound is a Q 2 group,

(3) each Q 1 group is independently a phosphate group represented by the structure II:

wherein each R is independently an unsubstituted or substituted hydrocarbyl group which contains no halogen atoms,

(4) each Q 2 group is an unsubstituted or substituted aryloxy or alkoxy group that contains no phosphorus atoms and no halogen atoms,

(5) the Q groups bonded to any particular phosphorus atom may form a ring structure that includes that phosphorus atom, and

(6) the phosphazene compound contains at least 7% by weight of phosphorus atoms.

2 . The phosphazene compound of claim 1 , wherein each R is independently a linear or branched C 1 -C 20 alkyl group, a phenyl group, a benzyl group, a phenyl group that contains alkyl substitution on the aromatic ring, a biphenyl or polyphenyl group, a naphthyl group), an alkoxy-substituted phenyl group, a phenoxy group that contains aralkyl substitution, or an aryloxy-substituted phenyl group.

3 . The phosphazene compound of claim 1 , wherein each Q 2 group is independently a linear or branched alkoxyl group containing from 1 to 20 carbon atoms, a phenoxy group, a phenoxy group that contains alkyl substitution, a phenoxy group that contains phenyl substitution, a phenoxy group that contains aryloxy substitution, or a phenoxy group that contains aralkyl substitution.

4 . The phosphazene compound of claim 1 , wherein each R group is phenyl.

5 . The phosphazene compound of claim 1 , which is di-(diphenolphosphate)-di-(2,2′-dihydroxybiphenyl)cyclotriphosphazene.

6 . The phosphazene compound of claim 1 , wherein at least Q 1 or Q 2 group contains a hydroxyl, ether, tertiary amine, ester, urethane or urea group.

7 . A mixture comprising the phosphazene compound of claim 1 and at least one other flame retardant.

8 . A polymer composition comprising a combustible polymer having mixed therein an effective amount of the phosphazene compound of claim 1 .

9 . The polymer composition of claim 8 , further comprising at least one filler, antioxidant, UV stabilizer, fluorinated polymer, lubricant or impact modifier.

10 . A phosphazene compound represented by the structure:

wherein:

(1) m is a number from 3 to 20,

(2) each Q group is a Q 3 group or Q 4 group provided that at least one Q group on the phosphazene compound is a Q 3 group and at least one Q group on the phosphazene compound is a Q 4 group,

(3) each Q 3 group is independently is an aryloxy or alkoxy group that is substituted with at least one phosphorus atom and which contains no halogen atoms,

(4) each Q 4 group is independently an aryloxy or alkoxy group that contains no phosphorus atoms, and no nitrogen atoms,

(5) the Q groups bonded to any particular phosphorus atom in the phosphazene ring may form a ring structure that includes that phosphorus atom, and

(6) the phosphazene compound contains at least 7% by weight of phosphorus atoms.

11 . The phosphazene compound of claim 10 , which contains no halogen atoms.

12 . The phosphazene compound of claim 10 , wherein each Q 3 group is independently represented by any of the structures IX, X or XI, wherein structures IX, X and XI are:

wherein each R is independently an unsubstituted or inertly substituted hydrocarbyl group which contains no halogen atoms, each R 1 is independently hydrogen or C1-C 3 alkyl, and c is a number that is at least one, provided that the total number of carbon atoms in the Q 3 group is from 1 to 20;

wherein each R is independently an unsubstituted or inertly substituted hydrocarbyl group which contains no halogen atoms, e is a number from 1 to 5, and each X is independently a hydrogen or a substituent group; and

wherein each X is independently a hydrogen or a substituent group.

13 . The phosphazene compound of claim 10 , wherein each Q 4 group is independently a linear or branched alkoxyl group containing from 1 to 20 carbon atoms, a phenoxy group, a phenoxy group that contains alkyl substitution, a phenoxy group that contains phenyl substitution, a phenoxy group that contains aryloxy substitution, or a phenoxy group that contains aralkyl substitution.

14 . The phosphazene compound of claim 10 , wherein at least Q 3 or Q 4 group contains a hydroxyl, ether, tertiary amine, ester, urethane or urea group.

15 . A mixture comprising the phosphazene compound of claim 10 and at least one other flame retardant.

16 . A polymer composition comprising a combustible polymer having mixed therein an effective amount of the phosphazene of claim 10 .

17 . The polymer composition of claim 16 , further comprising at least one filler, antioxidant, UV stabilizer, fluorinated polymer, lubricant or impact modifier.

Assignments (5)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 036303, FRAME 0749 Recorded Sep 6, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: TRINSEO EUROPE GMBH
Reel/Frame 043773/0059 →
PATENT SECURITY AGREEMENT Recorded Aug 6, 2015
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 036303/0749 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded May 21, 2015
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: STYRON EUROPE GMBH
Reel/Frame 035751/0001 →
SECURITY AGREEMENT Recorded Jan 28, 2011
From: STYRON EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH
Reel/Frame 025709/0681 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2010
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 025118/0681 →