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US5135972A Expired / Lapsed US ⏱️ 0.0 years remaining

Poly(oxyalkylene) modified phthalocyanine colorants

Assignee: Milliken Research Corp
•
Filing: 1991-07-15
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Granted: 1992-08-04
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Expires: 2011-07-15
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Abstract

Abstract Colorants and compositions containing the same, including polymeric substrates, especially polyurethane foams which are tinted or deeper colored with the colorants which have the general formula: ##STR1## wherein R 2 is selected from hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or Y; A is a nonionic metallophthalocyanine chromophore which can be substituted or unsubstituted; Z is an arylene moiety; each D or D' is selected from a covalent bond or a linking group consisting of or containing at least one of --O--, --S--, --N(R 3 )--, or --N(SO 2 R 4 )-- as the linking moiety, wherein R 4 is unsubstituted or substituted alkyl, cycloaliphatic or aryl, and R 3 is R 4 or hydrogen; D in combination with Z can also be a covalent bond; Y is a poly(oxyalkylene) moiety containing at least about 50 mole percent of monomeric units or mixture thereof of the formula (--RO--) wherein each R is substituted or unsubstituted straight or branched alkylene of 1-4 carbons or mixtures thereof; wherein ring P can be unsubstituted or substituted in addition to the --(D'--Y) moieties; and wherein each aliphatic hydrocarbon portion or moiety of the groups, moieties or substituents recited above contain from 1-20 carbons and wherein n is 1- 16, except when --D--Z-- is a covalent bond then n is equal to 1-4.

Inventors

  • 👤 Edward W. Kluger
  • 👤 John W. Rekers
  • 👤 Max A. Weaver

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 18:08
CPC Classifications
C; C09; C09B; C09B47/00; C09B47/04; C09B47/08; C09B47/22; C08; C08K; C08K5/00; C08K5/36; C08K5/43; C09B47/18; C09B47/20; C09B47/24; C09B47/26; C09B69/00

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 196 words
A colorant having the formula: ##STR111## wherein R 2 is selected from H, alkyl, cycloalkyl, aryl or Y; A is a nonionic metallophthalocyanine chromophore which can be unsubstituted or substituted with 1-12 substituents selected from halogen, alkyl, alkoxy, alkylthio, or aryloxy; Z is an arylene moiety; each D or D' is selected from a covalent bond or a linking group consisting of or containing at least one of --O--, --S--, N(R 3 )--, --N(SO 2 R 4 )-- as the linking moiety, wherein R 4 is alkyl, cycloaliphatic or aryl, and R 3 is R 4 or hydrogen; D in combination with Z can also be a covalent bond; Y is a poly(oxyalkylene) moiety comprised of at least three monomeric units of the formula (--RO--) wherein each R is straight or branched alkylene of 2-4 carbons or mixtures thereof; ring P can be unsubstituted or substituted in addition to the --(D'--Y) moieties with halogen, alkyl or alkoxy; and wherein each aliphatic hydrocarbon portion or moiety of the groups, moieties or substituents recited above contains from 1-20 carbons and wherein n is 1-16, except when --D--Z-- is a covalent body then is equal to one to four.
Claim 2
Dependent Claim 196 words
A colorant having the formula: ##STR111## wherein R 2 is selected from H, alkyl, cycloalkyl, aryl or Y; A is a nonionic metallophthalocyanine chromophore which can be unsubstituted or substituted with 1-12 substituents selected from halogen, alkyl, alkoxy, alkylthio, or aryloxy; Z is an arylene moiety; each D or D' is selected from a covalent bond or a linking group consisting of or containing at least one of --O--, --S--, N(R 3 )--, --N(SO 2 R 4 )-- as the linking moiety, wherein R 4 is alkyl, cycloaliphatic or aryl, and R 3 is R 4 or hydrogen; D in combination with Z can also be a covalent bond; Y is a poly(oxyalkylene) moiety comprised of at least three monomeric units of the formula (--RO--) wherein each R is straight or branched alkylene of 2-4 carbons or mixtures thereof; ring P can be unsubstituted or substituted in addition to the --(D'--Y) moieties with halogen, alkyl or alkoxy; and wherein each aliphatic hydrocarbon portion or moiety of the groups, moieties or substituents recited above contains from 1-20 carbons and wherein n is 1-16, except when --D--Z-- is a covalent body then is equal to one to four.
Claim 3
Dependent Claim 31 words
A colorant according to claim 1 wherein Y has a molecular weight from 200 to 1500 and at least 50 mole percent of said monomeric units are of the formula (--RO--).
Claim 4
Dependent Claim 17 words
A colorant according to claim 2 wherein A is an unsubstituted phthalocyanine of Cu, Ni or Al.
Claim 5
Dependent Claim 41 words
A colorant according to claim 3 wherein from 1 to 20 mole percent of said monomer units are connected by a linking group selected from alkyleneoxy, aryleneoxy, alkylenedioxy, alkylenetrioxy, --N(R 2 )--, --N(SO 2 --A)-- and --N(R 2 )CON(R 2 )--.
Claim 6
Dependent Claim 25 words
A polymeric or resinous material composition containing from about 0.001 to about 10.0 weight of one or a mixture of the colorants of claim 1.
Claim 7
Dependent Claim 11 words
The composition of claim 5 wherein the polymeric material is thermoplastic.
Claim 8
Dependent Claim 11 words
The composition of claim 5 wherein the polymeric material is polyurethane.
Claim 9
Dependent Claim 26 words
A colorant according to claim 4 wherein -D-Z- is selected from --O-arylene-, --S-arylene-, --SO 2 -arylene-, --N(R 3 )-arylene-, -N(SO 2 R 4 )-arylene-, or --O-alkylene-O-arylene-.
Claim 10
Dependent Claim 72 words
The process for preparing a colorant of claim 1 comprising reacting at a temperature of from 0° C. to 100° C., a metallophthalocyanine of the formula: A--(D--Z--SO 2 X) n ; with at least a stoichiometric quantity of an amine of the formula: ##STR112## wherein X is selected from Cl, F, Br, I, or alkoxy, and A, D, Z, R 2 , Y, P and n are as defined in claim 1.
Claim 11
Dependent Claim 34 words
The process of claim 9 is carried out in the presence of a reaction medium selected from water, alcohols, and ethers containing an acid acceptor selected from alkali metal carbonates, hydroxides and tertiary amines.

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Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-08-04 1996-02-03 1996-08-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-08-04 2000-02-03 2000-08-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-08-04 2004-02-03 2004-08-04 $7700.00 Window Closed / Lapsed

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