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US5231135A Expired / Lapsed US ⏱️ 0.0 years remaining

Lightfast colored polymeric coatings and process for making same

Assignee: Milliken Research Corp
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Filing: 1990-11-28
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Granted: 1993-07-27
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Expires: 2010-11-28
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Abstract

Abstract A method of forming a colored polymer coating on a substrate is disclosed which comprises mixing a reactive polymer, a reactive colorant, and a linking agent, and reacting the linking agent with the reactive polymer and reactive colorant under suitable conditions to form the colored polymer coating. The polymer from which the coating is formed has reactive groups which can react with the linking agent. The reactive colorant has the general formula: R-[polymeric constituent-X].sub.n wherein R is an organic dyestuff radical; the polymeric constituent is selected from polyalkylene oxides and copolymers of alkylene oxides in which the alkylene moiety of the polymeric constituent contains 2 or more carbon atoms; n is an integer from 1 to about 6; and X is a reactive moiety. The linking agent has a reactive group capable of reacting with reactive groups in the polymer and a reactive group capable of reacting with the reactive moiety of the reactive colorant. A method of coating a substrate with a lightfast colored polymer finish is also disclosed which comprises forming a colored polymer coating on the substrate in accordance with the method described above and then overcoating the colored polymer coating with a second polymer layer containing an ultraviolet absorber. A composition comprising a mixture of the coating polymer, a reactive colorant, and a linking agent is also disclosed.

Inventors

  • 👤 Greville Machell
  • 👤 Robert L. Mahaffey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 05:50
CPC Classifications
C; C08; C08F; C08F8/00

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 272 words
A colored polymeric coating prepared by a process comprising the steps of: contacting an acrylic polymer having reactive pendant groups selected from hydroxyl, amine, amide, and carboxylic acid and a linking agent having first and second reactive groups each of which are independently selected from: ##STR16## wherein R is hydrogen or a C 1 -C 6 alkyl group, provided that said first reactive group of said linking agent is capable of reacting with said reactive group of said polymer to form a covalent bond, contacting said linking agent and a reactive colorant having the general formula: A-[POLYMERIC CONSTITUENT-X].sub.N wherein A is an organic dyestuff radical selected from nitroso, nitro, azo, diarylmethane, xanthene, acridine, methine, thiazole, indamine, azine, oxazine, and anthraquinone dyestuff radicals, the polymeric constituent is a polymer chain comprising the residues of at least three monomer units selected from ethylene oxide, propylene oxide and butylene oxide, X is a reactive moiety selected from --OH, --NH 2 and --SH, and n is an integer from 1 to 6, provided that said second reactive group of said linking agent is capable of reacting with said reactive moiety of said colorant to form a covalent bond, and maintaining said polymer, said linking agent and said colorant at a temperature sufficient to react said reactive group of said polymer and said first reactive group of said linking agent to form a covalent bond between said polymer and said linking agent, and further maintaining said temperature sufficient to react said second reactive group of said linking agent with said reactive moiety of said colorant to form a covalent bond between said linking agent and said colorant.
Claim 2
Dependent Claim 272 words
A colored polymeric coating prepared by a process comprising the steps of: contacting an acrylic polymer having reactive pendant groups selected from hydroxyl, amine, amide, and carboxylic acid and a linking agent having first and second reactive groups each of which are independently selected from: ##STR16## wherein R is hydrogen or a C 1 -C 6 alkyl group, provided that said first reactive group of said linking agent is capable of reacting with said reactive group of said polymer to form a covalent bond, contacting said linking agent and a reactive colorant having the general formula: A-[POLYMERIC CONSTITUENT-X].sub.N wherein A is an organic dyestuff radical selected from nitroso, nitro, azo, diarylmethane, xanthene, acridine, methine, thiazole, indamine, azine, oxazine, and anthraquinone dyestuff radicals, the polymeric constituent is a polymer chain comprising the residues of at least three monomer units selected from ethylene oxide, propylene oxide and butylene oxide, X is a reactive moiety selected from --OH, --NH 2 and --SH, and n is an integer from 1 to 6, provided that said second reactive group of said linking agent is capable of reacting with said reactive moiety of said colorant to form a covalent bond, and maintaining said polymer, said linking agent and said colorant at a temperature sufficient to react said reactive group of said polymer and said first reactive group of said linking agent to form a covalent bond between said polymer and said linking agent, and further maintaining said temperature sufficient to react said second reactive group of said linking agent with said reactive moiety of said colorant to form a covalent bond between said linking agent and said colorant.
Claim 3
Dependent Claim 17 words
A coating according to claim 1 wherein said organic dyestuff radical is an azo or anthraquinone radical.
Claim 4
Dependent Claim 22 words
A coating according to claim 2 wherein said polymeric constituent of said colorant comprises from 5 to 50 of said monomer units.
Claim 5
Dependent Claim 21 words
A coating according to claim 1 wherein said reactive group of said polymer is a pendant hydroxyl or carboxylic acid group.
Claim 6
Dependent Claim 17 words
A coating according to claim 4 wherein said organic dyestuff radical is an azo or anthraquinone radical.
Claim 7
Dependent Claim 16 words
A coating according to claim 5 wherein said linking agent is a melamine-formaldehyde resin or polyisocyanate.
Claim 8
Dependent Claim 15 words
A coating according to claim 6 wherein said reactive moiety of said colorant is --OH.
Claim 9
Dependent Claim 14 words
A coating according to claim 4 wherein said linking agent is a melamine-formaldehyde resin.
Claim 10
Dependent Claim 22 words
A coating according to claim 8 wherein said polymeric constituent of said colorant comprises from 5 to 50 of said monomer units.
Claim 11
Dependent Claim 17 words
A coating according to claim 9 wherein said organic dyestuff radical is an azo or anthraquinone radical.
Claim 12
Dependent Claim 15 words
A coating according to claim 10 wherein said reactive moiety of said colorant is --OH.
Claim 13
Dependent Claim 38 words
A coating according to claim 9 wherein said temperature is maintained at at least 90° C. and said reactions between said polymer and said linking agent, and between said linking agent agent and said colorant are condensation reactions.
Claim 14
Dependent Claim 34 words
A coating according to claim 3 wherein said temperature is maintained between 90° and 180° C. during said reactions between said polymer and said linking agent, and between said linking agent and said colorant.
Claim 15
Dependent Claim 14 words
A coating according to claim 3 wherein said linking agent is a melamine-formaldehyde resin.
Claim 16
Dependent Claim 13 words
A coating according to claim 1 wherein said linking agent is a polyisocyanate.

References Cited (Backward Citations)

US4386195A Cited
US4284729A Cited
US5066687A Cited
US4826978A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-07-26 1997-01-25 1997-07-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-07-26 2001-01-25 2001-07-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-07-26 2005-01-25 2005-07-27 $7700.00 Window Closed / Lapsed

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