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US4981888A Expired / Lapsed US ⏱️ 0.0 years remaining

Resin compositions

Assignee: BASF Corp
•
Filing: 1989-05-15
•
Granted: 1991-01-01
•
Expires: 2009-05-15
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Abstract

Abstract A pigmented thermoplastic resin composition comprising: (A) a thermoplastic resin; (B) a metal phthalocyanine pigment; and (C) 0.5 to 30% by weight, based on the weight of the pigment (B), as agent imparting heat stability to component (B), of a sulphonated imidomethyl phthalocyanine having the formula I: ##STR1## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms; M is hydrogen or a metal capable of forming a metal phthalocyanine; m is a vlaue within the range of from 0.05 to 1.0; n is a value within the range of from 0.1 to 4.0; and X is a residue such that, in combination with the group ##STR2## it form a 5-, 6- or 7-membered cyclic imide.

Inventors

  • 👤 Robert Langley
  • 👤 Colin D. Campbell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 21:48
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/32; C08K5/0091

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 240 words
A pigmented thermoplastic resin composition which comprises (A) a thermoplastic resin; (B) a metal phthalocyanine pigment susceptible to degradation by heat; and (C) 0.5 to 30% by weight, based on the weight of pigment (B), as an agent imparting heat stability to component (B), of a sulphonated imidomethyl phthalocyanine having formula I ##STR8## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms; M is hydrogen or a metal capable of forming a metal phthalocyanine; m is a value within the range of from 0.05 to 1.0; n is a value within the range of from 0.1 to 4.0; and X together with the group ##STR9## represents a 5-membered cyclic imide which is a succinimide, maleimide, itaconimide, phthalimide, tetrahydrophthalimide, cis-5-norbornene-endo-2,3-dicarboximide, 3,6-endoxo-1,2,3,6-tetrahydrophthalimide, 1,2- or 2,3-naphthalene dicarboximide or pyridine-2,3-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 6-membered cyclic imide which is a glutarimide, 3,3-tetramethylene glutarimide, 1,8-naphthalene dicarboximide or perylene-1,12-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 7-membered cyclic imide which is an adipimide or diphenic imide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups.
Claim 2
Dependent Claim 240 words
A pigmented thermoplastic resin composition which comprises (A) a thermoplastic resin; (B) a metal phthalocyanine pigment susceptible to degradation by heat; and (C) 0.5 to 30% by weight, based on the weight of pigment (B), as an agent imparting heat stability to component (B), of a sulphonated imidomethyl phthalocyanine having formula I ##STR8## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms; M is hydrogen or a metal capable of forming a metal phthalocyanine; m is a value within the range of from 0.05 to 1.0; n is a value within the range of from 0.1 to 4.0; and X together with the group ##STR9## represents a 5-membered cyclic imide which is a succinimide, maleimide, itaconimide, phthalimide, tetrahydrophthalimide, cis-5-norbornene-endo-2,3-dicarboximide, 3,6-endoxo-1,2,3,6-tetrahydrophthalimide, 1,2- or 2,3-naphthalene dicarboximide or pyridine-2,3-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 6-membered cyclic imide which is a glutarimide, 3,3-tetramethylene glutarimide, 1,8-naphthalene dicarboximide or perylene-1,12-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 7-membered cyclic imide which is an adipimide or diphenic imide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups.
Claim 3
Dependent Claim 18 words
A composition according to claim 1 wherein MPc is a copper phthalocyanine residue containing no chlorine or bromine.
Claim 4
Dependent Claim 19 words
A composition according to claim 1 wherein m is a value within the range of from 0.05 to 0.2.
Claim 5
Dependent Claim 19 words
A composition according to claim 1 wherein n is a value within the range of from 1.0 to 3.0.
Claim 6
Dependent Claim 19 words
A composition as claimed in claim 1 wherein the thermoplastic resin, component A,) is rubber or an engineering plastics.
Claim 7
Dependent Claim 46 words
A composition according to claim 5 wherein the engineering plastics is high density polyethylene, polybutylene terephthalate, a polycarbonate, a polyamide, a polyphenylene oxide, a polyether ether ketone, a polyphenylene sulphide, a polyether sulphone, an acrylonitrile-butadiene-styrene copolymer, polypropylene, polystyrene, a polyacetal or an alloy of these plastics.
Claim 8
Dependent Claim 16 words
A composition according to claim 1 wherein the metal phthalocyanine, component (B), is unchlorinated copper phthalocyanine.
Claim 9
Dependent Claim 32 words
A composition according to claim 1 wherein the amount of metal phthalocyanine pigment, component (B) present in the composition is 0.001 to 30% by weight, based on the weight of component (A).
Claim 10
Dependent Claim 32 words
A composition according to claim 8 wherein the amount of metal phthalocyanine, component (B) is within the range of from 0.001 to 3% by weight, based on the weight of component (A).
Claim 11
Dependent Claim 60 words
A composition according to claim 1 wherein, in the compound of formula I, X together with the ##STR10## group is a succinimide, maleimide, itaconimide, phthalimide, tetrahydrophthalimide, cis-5-norbornene-endo-2,3-dicarboximide, 3,6-endoxo-1,2,3,6-tetrahydrophthalimide, 1,2- or 2,3-naphthalene dicarboximide or pyridine-2,3-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 alkyl groups, C 3 -C 20 alkenyl groups, nitro groups, or carboxy groups.
Claim 12
Dependent Claim 17 words
A composition according to claim 1 wherein X, together with the ##STR11## group is a phthalimide group.
Claim 13
Independent Claim 247 words
A method of imparting heat stability to a pigment in a pigmented thermoplastic resin, which comprises incorporating into a resin a metal phthalocyanine pigment, susceptible to degradation by heat, and, as heat stabilizer for said metal phthalocyanine pigment, 0.5 to 30% by weight, based on the weight of said metal phthalocyanine pigment, of a sulphonated imidomethyl phthalocyanine of formula I ##STR12## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms; M is hydrogen or a metal capable of forming a metal phthalocyanine; m is a value within the range of from 0.05 to 1.0; n is a value within the range of from 0.1 to 4.0; and X together with the group ##STR13## represents a 5-membered cyclic imide which is a succinimide, maleimide, itaconimide, phthalimide, tetrahydrophthalimide, cis-5-norbornene-endo-2,3-dicarboximide, 3,6-endoxo-1,2,3,6-tetrahydrophthalimide, 1,2- or 2,3-naphthalene dicarboximide or pyridine-2,3-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 6-membered cyclic imide which is a glutarimide, 3,3-tetramethylene glutarimide, 1,8-naphthalene dicarboximide or perylene-1,12-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 alkenyl groups, nitro groups or carboxy groups; or represents a 7-membered cyclic imide which is an adipimide or diphenic imide, each substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro .roups or carboxy groups.
Claim 14
Independent Claim 247 words
A method of imparting heat stability to a pigment in a pigmented thermoplastic resin, which comprises incorporating into a resin a metal phthalocyanine pigment, susceptible to degradation by heat, and, as heat stabilizer for said metal phthalocyanine pigment, 0.5 to 30% by weight, based on the weight of said metal phthalocyanine pigment, of a sulphonated imidomethyl phthalocyanine of formula I ##STR12## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms; M is hydrogen or a metal capable of forming a metal phthalocyanine; m is a value within the range of from 0.05 to 1.0; n is a value within the range of from 0.1 to 4.0; and X together with the group ##STR13## represents a 5-membered cyclic imide which is a succinimide, maleimide, itaconimide, phthalimide, tetrahydrophthalimide, cis-5-norbornene-endo-2,3-dicarboximide, 3,6-endoxo-1,2,3,6-tetrahydrophthalimide, 1,2- or 2,3-naphthalene dicarboximide or pyridine-2,3-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro groups or carboxy groups; or represents a 6-membered cyclic imide which is a glutarimide, 3,3-tetramethylene glutarimide, 1,8-naphthalene dicarboximide or perylene-1,12-dicarboximide, each optionally substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 alkenyl groups, nitro groups or carboxy groups; or represents a 7-membered cyclic imide which is an adipimide or diphenic imide, each substituted with one or more halogen atoms, C 1 -C 20 -alkyl groups, C 3 -C 20 -alkenyl groups, nitro .roups or carboxy groups.
Claim 15
Dependent Claim 57 words
A method according to claim 12 wherein the metal phthalocyanine pigment is a crude metal phthalocyanine, and the compound of formula I is incorporated into said crude metal phthalocyanine, during conversion of the latter into pigmentary form, prior to incorporating the mixture of the compound of formula I and the pigmentary metal phthalocyanine into the thermoplastic resin.

References Cited (Backward Citations)

US2761868A Cited
US4066610A Cited
JPS5351241A Cited
US4208318A Cited
JPS5792036A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-12-31 1994-07-02 1995-01-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-12-31 1998-07-02 1999-01-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-12-31 2002-07-02 2003-01-01 $7700.00 Window Closed / Lapsed

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