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US4206240A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymeric aminoanthrapyridine orange colors

Assignee: Dynapol Shareholders Liquidating Trust
•
Filing: 1978-04-28
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Granted: 1980-06-03
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Expires: 1998-04-28
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Abstract

Abstract Polymeric orange colors are disclosed having a noncrosslinked organic polymer backbone to which is covalently bonded a plurality of chromophores having a particular anthrapyridine structure. The colors are represented structurally as ##STR1## wherein R 1 and R 2 are independently selected from among hydrogen, halos, lower alkyls, lower alkoxies, nitros, and sulfonates; R 3 is selected from hydrogen, alkyls and alkylsulfonates; R 5 is a lower alkyl or lower alkyl sulfonate and R 4 is a noncrosslinked organic polymer linking a plurality (k) of said anthrapyridines into a polymeric colorant. The polymeric colorants are especially useful as nonabsorbable orange colorants for edibles.

Inventors

  • 👤 Leonard A. Bunes

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 04:53
CPC Classifications
C; C09; C09B; C09B69/00; C09B69/10; C09B69/101; C09B5/00; C09B5/02; C09B5/14; Y; Y10; Y10S; Y10S534/00; Y10S534/03

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 150 words
A polymeric orange colorant having the formula ##STR64## R 1 and R 2 are independently selected from the group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, alkoxy of 1 through 3 carbon atoms, and sulfonate and alkyl of 1 through 3 carbon atoms; R 3 is selected from the group consisting of hydrogen, alkyl of 1 through 3 carbon atoms and alkyl sulfonate of 1 through 3 carbon atoms; R 5 is alkyl of 1 through 4 carbon atoms or alkyl sulfonate of 1 through 4 carbon atoms; k is a number of 1 through 5000; and B is an organic polymeric backbone of molecular weight of from 2000 to 100,000 Daltons attached to N by a carbon to nitrogen covalent bond, said polymeric backbone having essentially no crosslinks and containing only covalent bonds which are stable under the acidic, basic and enzymatic conditions of the mammalian gastrointestinal tract.
Claim 2
Dependent Claim 150 words
A polymeric orange colorant having the formula ##STR64## R 1 and R 2 are independently selected from the group consisting of hydrogen, fluoro, chloro, bromo, iodo, nitro, alkoxy of 1 through 3 carbon atoms, and sulfonate and alkyl of 1 through 3 carbon atoms; R 3 is selected from the group consisting of hydrogen, alkyl of 1 through 3 carbon atoms and alkyl sulfonate of 1 through 3 carbon atoms; R 5 is alkyl of 1 through 4 carbon atoms or alkyl sulfonate of 1 through 4 carbon atoms; k is a number of 1 through 5000; and B is an organic polymeric backbone of molecular weight of from 2000 to 100,000 Daltons attached to N by a carbon to nitrogen covalent bond, said polymeric backbone having essentially no crosslinks and containing only covalent bonds which are stable under the acidic, basic and enzymatic conditions of the mammalian gastrointestinal tract.
Claim 3
Dependent Claim 75 words
The colorant of claim 1 chosen from those represented by the formulae ##STR65## wherein Chrom represents ##STR66## R 1 , R 2 , R 3 and R 5 ; A is hydrogen, alkyl of 1 through 3 carbon atoms, or ##STR67## M is hydrogen, Na or K; n is from 10 to 2000, m is from 0.3 to 5 times n and p is from 0.3 to 2 times the sum of n plus m.
Claim 4
Dependent Claim 10 words
The colorant of claim 2 represented by the formula ##STR68##
Claim 5
Dependent Claim 67 words
The polymeric colorant of claim 1 chosen from those represented by the formulae ##STR69## wherein R 10 is selected from among a C to N single bond, a 1 to 4 carbon alkylene, a 6 carbon arylene, a 7 to 10 carbon alkarylene, a 2 to 4 carbon alkyl ether, a 2 to 4 carbon ester, and a 2 to 4 carbon amine and Chrom is ##STR70##
Claim 6
Dependent Claim 12 words
The colorant of claim 4 wherein R 5 is said alkyl sulfonate.
Claim 7
Dependent Claim 11 words
The colorant of claim 5 wherein R 5 is propyl sulfonate.
Claim 8
Dependent Claim 10 words
The colorant of claim 5 wherein R 1 is hydrogen.
Claim 9
Dependent Claim 10 words
The colorant of claim 7 wherein R 2 is hydrogen.
Claim 10
Dependent Claim 12 words
The colorant of claim 5 wherein R 3 is hydrogen or methyl.
Claim 11
Dependent Claim 10 words
The colorant of claim 9 wherein R 3 is hydrogen.
Claim 12
Dependent Claim 23 words
The colorant of claim 10 wherein R 1 and R 2 and R 3 are all hydrogen and R 5 is propyl sulfonate.
Claim 13
Dependent Claim 22 words
The colorant of claim 7 wherein R 2 is halo of atomic number 9 through 53 and is in the 4 position.
Claim 14
Dependent Claim 20 words
The colorant of claim 10 wherein R 2 is chloro, R 3 is hydrogen and R 5 is propyl sulfonate.
Claim 15
Dependent Claim 23 words
The colorant of claim 7 wherein R 2 is lower alkoxy of 1 through 3 carbon atoms and is in the 4 position.
Claim 16
Dependent Claim 20 words
The colorant of claim 14 wherein R 2 is methoxy, R 3 is hydrogen and R 5 is propyl sulfonate.
Claim 17
Dependent Claim 16 words
The colorant of claim 7 wherein R 2 is sulfonate and is in the 4 position.
Claim 18
Dependent Claim 20 words
The colorant of claim 16 wherein R 2 is sulfonate, R 3 is hydrogen and R 5 is propyl sulfonate.
Claim 19
Dependent Claim 24 words
The colorant of claim 3 wherein R 1 , R 2 , and R 3 are all hydrogen and R 5 is propyl sulfonate.
Claim 20
Dependent Claim 32 words
The colorant of claim 18 wherein the sum of n plus m is from 60 to 1800 and wherein the sum of n plus m is from 1 to 3 times p.
Claim 21
Dependent Claim 27 words
The polymeric colorant of claim 1 having the structure ##STR71## wherein n is an integer which results in a backbone molecular weight of 2000 to 100,000 Daltons.
Claim 22
Dependent Claim 27 words
The polymeric colorant of claim 1 having the structure ##STR72## wherein n is an integer which results in a backbone molecular weight of 2000 to 100,000 Daltons.
Claim 23
Dependent Claim 26 words
A colored edible comprising an edible having admixed therewith a coloring amount of from 10 to 1000 ppm by weight of the colorant of claim 19.

References Cited (Backward Citations)

FR827961A Cited
GB964602A Cited
US3920855A Cited
US4000118A Cited
US4018826A Cited
US4096184A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-06-03 1983-12-03 1984-06-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-06-03 1987-12-03 1988-06-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-06-03 1991-12-03 1992-06-03 $7700.00 Window Closed / Lapsed

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