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US5071440A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for temporarily coloring article with acid labile colorant

Assignee: MILLIKEN RESEARCH Corp A CORPORATION OF SSC
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Filing: 1990-10-01
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Granted: 1991-12-10
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Expires: 2010-10-01
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Abstract

Abstract An article may be temporarily colored by application of an aqueous solution of a polyoxyalkylene substituted chromophore characterized by a C=N pair with an electron withdrawing group bonded to one element of the pair and an electron donating group bonded to the opposite element. The polyoxyalkylene substituent imparts solubility to the colorant and bulk to prevent penetration into interstices in the article being colored. The colorant may be subsequently decolorized by hydrolysis when an aqueous acid solution is applied to the colorant.

Inventors

  • 👤 John B. Hines
  • 👤 John G. Lever

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 09:53
CPC Classifications
D; D06; D06P; D06P3/00; D06P3/02; D06P3/04; D06P3/14; C; C09; C09B; C09B55/00; C09B55/002; C09B69/00; D06P1/00; D06P1/13; D06P3/24; D06P3/58; D06P3/60; D06P3/66; D06P5/00; D06P5/13; D06P5/131; D06P5/138; Y; Y10; Y10S; Y10S8/00; Y10S8/916; Y10S8/917; Y10S8/918; Y10S8/92; Y10S8/924

Claims Analysis

Total Claims: 39
Claim 1
Independent Claim 158 words
A process for providing temporary coloration to an article, comprising the steps of: applying a solution of a colorant to an article in an amount sufficient to provide coloration to said article, wherein said colorant is a polyoxyalkylene-substituted chromophore and said chromophore is selected from azomethine and indophenol chromophores, said chromophore further having a carbon-nitrogen pair joined by a double bond and characterized by an electron withdrawing group bonded to one element of said pair and an electron donating group bonded to an opposite element of said pair and said polyoxyalkylene substitutent is a straight or branched polymer chain having at least 10 monomer units selected from ethylene oxide, propylene oxide and glycidol; maintaining said application of said colorant to provide coloration of said article for a desired length of time; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to extinguish said colorant.
Claim 2
Dependent Claim 158 words
A process for providing temporary coloration to an article, comprising the steps of: applying a solution of a colorant to an article in an amount sufficient to provide coloration to said article, wherein said colorant is a polyoxyalkylene-substituted chromophore and said chromophore is selected from azomethine and indophenol chromophores, said chromophore further having a carbon-nitrogen pair joined by a double bond and characterized by an electron withdrawing group bonded to one element of said pair and an electron donating group bonded to an opposite element of said pair and said polyoxyalkylene substitutent is a straight or branched polymer chain having at least 10 monomer units selected from ethylene oxide, propylene oxide and glycidol; maintaining said application of said colorant to provide coloration of said article for a desired length of time; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to extinguish said colorant.
Claim 3
Dependent Claim 49 words
A process according to claim 1, wherein said electron withdrawing group is selected from NO 2 , CN, cyanophenyl, nitrophenyl, alkyl ester, ketone, aryl ester, aldehyde, sulfonic acid, carboxylic acid, ammonium ion and vinyl ketone groups, and said electron donating group is selected from arylamine, arylalkoxide and alkylaryl groups.
Claim 4
Dependent Claim 10 words
A process according to claim 2, wherein solution is aqueous.
Claim 5
Dependent Claim 42 words
A process according to claim 3, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least fifty percent of said monomer units are ethylene oxide.
Claim 6
Dependent Claim 19 words
A process according to claim 4, wherein said colorant comprise from 0.5 to 50 weight percent of said solution.
Claim 7
Dependent Claim 17 words
A process according to claim 4, wherein said pH of said aqueous acid is 3 or less.
Claim 8
Dependent Claim 35 words
A process according to claim 4, wherein said polyoxyalkylene substituent is covalently bonded to said chromophore by a group selected from N, O, S, CO 2 , SO 2 , SO 2 N and CON.
Claim 9
Dependent Claim 12 words
A process according to claim 4, wherein said chromophore is an azomethine.
Claim 10
Dependent Claim 42 words
A process according to claim 2, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least fifty percent of said monomer units are ethylene oxide.
Claim 11
Dependent Claim 10 words
A process according to claim 1, wherein solution is aqueous.
Claim 12
Dependent Claim 43 words
A process according to claim 10, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least seventy five percent of said monomer units are ethylene oxide.
Claim 13
Dependent Claim 42 words
A process according to claim 1, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least fifty percent of said monomer units are ethylene oxide.
Claim 14
Dependent Claim 18 words
A process according to claim 12, wherein said solution comprises a solvent selected from water and propylene glycol.
Claim 15
Dependent Claim 22 words
A process according to claim 13, wherein said article is a textile fiber selected from synthetic polyamide, cotton, wool and silk fibers.
Claim 16
Dependent Claim 19 words
A process according to claim 14, wherein said textile fiber is selected from nylon 6 and nylon 6,6 fibers.
Claim 17
Dependent Claim 115 words
A process for providing temporary coloration to an article, comprising the steps of: applying a solution of a colorant to an article in an amount sufficient to provide coloration to said article, wherein said colorant is selected from compounds of the formula: ##STR36## wherein A is a polyoxyalkylene substituent having a straight or branched polymer chain of at least 10 monomer units selected from ethylene oxide, propylene oxide, and glycidol; maintaining said application of said colorant to provide coloration of said article for a desired length of time; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to extinguish said colorant.
Claim 18
Dependent Claim 115 words
A process for providing temporary coloration to an article, comprising the steps of: applying a solution of a colorant to an article in an amount sufficient to provide coloration to said article, wherein said colorant is selected from compounds of the formula: ##STR36## wherein A is a polyoxyalkylene substituent having a straight or branched polymer chain of at least 10 monomer units selected from ethylene oxide, propylene oxide, and glycidol; maintaining said application of said colorant to provide coloration of said article for a desired length of time; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to extinguish said colorant.
Claim 19
Dependent Claim 10 words
A process according to claim 16, wherein solution is aqueous.
Claim 20
Dependent Claim 43 words
A process according to claim 17, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least seventy five percent of said monomer units are ethylene oxide.
Claim 21
Dependent Claim 42 words
A process according to claim 16, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least fifty percent of said monomer units are ethylene oxide.
Claim 22
Dependent Claim 18 words
A process according to claim 19, wherein said solution comprises a solvent selected from water and propylene glycol.
Claim 23
Dependent Claim 10 words
A process according to claim 18, wherein solution is aqueous.
Claim 24
Dependent Claim 19 words
A process according to claim 21, wherein said colorant comprises from 0.5 to 50 weight percent of said solution.
Claim 25
Dependent Claim 17 words
A process according to claim 21, wherein said pH of said aqueous acid is 3 or less.
Claim 26
Dependent Claim 13 words
A process according to claim 23, wherein said colorant has the formula: ##STR37##
Claim 27
Dependent Claim 13 words
A process according to claim 21, wherein said article is a textile fiber.
Claim 28
Dependent Claim 19 words
A process according to claim 25, wherein said textile fiber is selected from synthetic polyamide, cotton, wool and silk.
Claim 29
Dependent Claim 18 words
A process according to claim 25, wherein said textile fiber is selected from nylon 6 and nylon 6,6.
Claim 30
Dependent Claim 206 words
A process for providing temporary coloration of a textile fiber comprising the steps of: applying a solution of a colorant to said fiber in an amount sufficient to provide coloration to said fiber, wherein said colorant is a polyoxyalkylene-substituted chromophore and said chromophore is selected from azomethine and indophenol chromophores, said chromophore further having a carbon-nitrogen pair joined by a double bond and characterized by an electron withdrawing group bonded to one element of said pair, wherein said electron withdrawing group is selected from NO 2 , CN, cyanophenyl, nitrophenyl, alkyl ester, ketone, aryl ester, aldehyde, sulfonic acid, carboxylic acid, ammonium ion and vinyl ketone groups, and an electron denoting group bonded to an opposite element of said pair, wherein said electron donating group is selected from arylamine, arylalkoxide and alkylaryl groups, and said polyoxyalkylene substituent is a straight or branched polymer chain having at least 10 monomer units selected from ethylene oxide, propylene oxide and glycidol; allowing said colorant to remain on said fiber for a sufficient length of time to identify said fiber based upon said coloration; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to decolorize said colorant.
Claim 31
Dependent Claim 206 words
A process for providing temporary coloration of a textile fiber comprising the steps of: applying a solution of a colorant to said fiber in an amount sufficient to provide coloration to said fiber, wherein said colorant is a polyoxyalkylene-substituted chromophore and said chromophore is selected from azomethine and indophenol chromophores, said chromophore further having a carbon-nitrogen pair joined by a double bond and characterized by an electron withdrawing group bonded to one element of said pair, wherein said electron withdrawing group is selected from NO 2 , CN, cyanophenyl, nitrophenyl, alkyl ester, ketone, aryl ester, aldehyde, sulfonic acid, carboxylic acid, ammonium ion and vinyl ketone groups, and an electron denoting group bonded to an opposite element of said pair, wherein said electron donating group is selected from arylamine, arylalkoxide and alkylaryl groups, and said polyoxyalkylene substituent is a straight or branched polymer chain having at least 10 monomer units selected from ethylene oxide, propylene oxide and glycidol; allowing said colorant to remain on said fiber for a sufficient length of time to identify said fiber based upon said coloration; and hydrolyzing said carbon-nitrogen pair of said chromophore by contacting said colorant with an aqueous acid having a pH of five or less to decolorize said colorant.
Claim 32
Dependent Claim 10 words
A process according to claim 28, wherein solution is aqueous.
Claim 33
Dependent Claim 43 words
A process according to claim 29, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least seventy five percent of said monomer units are ethylene oxide.
Claim 34
Dependent Claim 42 words
A process according to claim 28, wherein said colorant comprises one or more of said polyoxyalkylene-substituents which together have a total of between 50 to 400 of said monomer units and at least fifty percent of said monomer units are ethylene oxide.
Claim 35
Dependent Claim 10 words
A process according to claim 31, wherein solution is aqueous.
Claim 36
Dependent Claim 19 words
A process according to claim 32, wherein said textile fiber is selected from synthetic polyamide, cotton, wool and silk.
Claim 37
Dependent Claim 19 words
A process according to claim 32, wherein said colorant comprises from 0.5 to 50 weight percent of said solution.
Claim 38
Dependent Claim 17 words
A process according to claim 32, wherein said pH of said aqueous acid is 3 or less.
Claim 39
Dependent Claim 35 words
A process according to claim 32, wherein said polyoxyalkylene substituent is covalently bonded to said chromophore by a group selected from N, O, S, CO 2 , SO 2 , SO 2 N and CON.

References Cited (Backward Citations)

US3157633A Cited
US4167510A Cited
US4400320A Cited
US4846846A Cited
US4877411A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-12-09 1995-06-10 1995-12-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-12-09 1999-06-10 1999-12-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-12-09 2003-06-10 2003-12-10 $7700.00 Window Closed / Lapsed

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