US5013565A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Water-soluble red pigments from monascorubrin and rubropunctatin as food colorants
Assignee: Honeywell UOP LLC
•
Filing: 1990-08-03
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Granted: 1991-05-07
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Expires: 2010-08-03
Abstract
Abstract The orange, water-insoluble pigments monascorubrin and rubropunctatin elaborated by Monascus species can be converted to high purity red, water-soluble pigments by reaction with stoichiometric quantities of organic materials bearing a primary amine functionality. These pigments are suitable as colorants for a broad variety of edible formulations, especially those intended for human consumption, and often serve as suitable replacements for FD&C Red No. 2 and Red No. 4.
Inventors
- 👤 Edward J. St. Martin
- 👤 Paul R. Kurek
- 👤 Elaine F. Schumacher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 13:16
CPC Classifications
C; C09; C09B; C09B61/00; A; A23; A23L; A23L5/00; A23L5/40; A23L5/42; A23L5/46; A23L5/47; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/911
Claims Analysis
Total Claims: 48
Claim 1
Independent Claim
98 words
A water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure, ##STR2## where R 1 is C 5 H 11 or C 7 H 15 and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 2
Dependent Claim
98 words
A water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure, ##STR2## where R 1 is C 5 H 11 or C 7 H 15 and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 3
Dependent Claim
14 words
The method of claim 1 where R 2 NH 2 is an amino alcohol.
Claim 4
Dependent Claim
14 words
The method of claim 2 where the amino alcohol is a polyhydric amino alcohol.
Claim 5
Dependent Claim
16 words
The method of claim 1 where R 2 NH 2 is a naturally occurring amino acid.
Claim 6
Dependent Claim
30 words
The method of claim 1 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 7
Dependent Claim
25 words
The method of claim 1 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 8
Dependent Claim
43 words
The method of claim 1 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid, and whose alkyl portion of the ester group contains up to 10 carbon atoms.
Claim 9
Dependent Claim
11 words
The method of claim 7 where the dipeptide ester is aspartame.
Claim 10
Dependent Claim
57 words
The method of claim 1 where R 2 NH 2 is an amine of a sugar alcohol with the formula HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4, or the formula HOCH 2 (CHOH) x (CHNH 2 )(CHOH) y CH 2 OH, where x+y+1 is 2, 3, or 4.
Claim 11
Dependent Claim
9 words
The method of claim 9 where n=4 or x+y+1=4.
Claim 12
Dependent Claim
12 words
The method of claim 10 where R 2 NH 2 is glucamine.
Claim 13
Dependent Claim
125 words
A water-soluble red food colorant at least 95 weight percent of which consists of homologs having the structure, ##STR3## where R 1 is C 5 H 11 or C 7 H 15 and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said food colorant imparting no perceptible objectionable taste when added to edible formulations intended for human consumption at a concentration effective to impart a red color.
Claim 14
Dependent Claim
125 words
A water-soluble red food colorant at least 95 weight percent of which consists of homologs having the structure, ##STR3## where R 1 is C 5 H 11 or C 7 H 15 and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said food colorant imparting no perceptible objectionable taste when added to edible formulations intended for human consumption at a concentration effective to impart a red color.
Claim 15
Dependent Claim
14 words
The method of claim 12 where R 2 NH 2 is an amino alcohol.
Claim 16
Dependent Claim
14 words
The method of claim 13 where the amino alcohol is a polyhydric amino alcohol.
Claim 17
Dependent Claim
16 words
The method of claim 12 where R 2 NH 2 is a naturally occurring amino acid.
Claim 18
Dependent Claim
29 words
The method of claim 12 where R 2 NH 2 is an ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 19
Dependent Claim
25 words
The method of claim 12 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 20
Dependent Claim
44 words
The method of claim 12 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid and whose alkyl portion of the ester group contains from 1 to 4 carbon atoms.
Claim 21
Dependent Claim
11 words
The method of claim 18 where the dipeptide ester is aspartame.
Claim 22
Dependent Claim
57 words
The method of claim 12 where R 2 NH 2 is an amine of a sugar alcohol with the formula HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4, or the formula HOCH 2 (CHOH) x (CHNH 2 )(CHOH) y CH 2 OH, where x+y+1 is 2, 3, or 4.
Claim 23
Dependent Claim
9 words
The method of claim 20 where n=4 or x+y+1=4.
Claim 24
Dependent Claim
12 words
The method of claim 21 where R 2 NH 2 is glucamine.
Claim 25
Independent Claim
131 words
A method of imparting red color to edible formulations intended for human consumption comprising adding to said edible formulations an amount effective to impart said red color of a water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure. ##STR4## where R 1 is C 5 H 11 or C 7 H 15 , or a mixture thereof, and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 26
Independent Claim
131 words
A method of imparting red color to edible formulations intended for human consumption comprising adding to said edible formulations an amount effective to impart said red color of a water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure. ##STR4## where R 1 is C 5 H 11 or C 7 H 15 , or a mixture thereof, and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 27
Dependent Claim
14 words
The method of claim 23 where R 2 NH 2 is an amino alcohol.
Claim 28
Dependent Claim
14 words
The method of claim 24 where the amino alcohol is a polyhydric amino alcohol.
Claim 29
Dependent Claim
16 words
The method of claim 23 where R 2 NH 2 is a naturally occurring amino acid.
Claim 30
Dependent Claim
30 words
The method of claim 23 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 31
Dependent Claim
25 words
The method of claim 23 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 32
Dependent Claim
43 words
The method of claim 23 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid, and whose alkyl portion of the ester group contains up to 10 carbon atoms.
Claim 33
Dependent Claim
11 words
The method of claim 29 where the dipeptide ester is aspartame.
Claim 34
Dependent Claim
57 words
The method of claim 23 where R 2 NH 2 is an amine of a sugar alcohol with the formula HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4, or the formula HOCH 2 (CHOH) x (CHNH 2 )(CHOH) y CH 2 OH, where x+y+1 is 2, 3, or 4.
Claim 35
Dependent Claim
9 words
The method of claim 31 where n=4 or x+y+1=4.
Claim 36
Dependent Claim
12 words
The method of claim 32 where R 2 NH 2 is glucamine.
Claim 37
Independent Claim
138 words
A method of imparting red color to edible formulations intended for human consumption without imparting any perceptible objectionable taste thereto comprising adding to said edible formulations an amount effective to impart said red color of a water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure, ##STR5## where R 1 is C 5 H 11 or C 7 H 15 , or a mixture thereof, and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 38
Independent Claim
138 words
A method of imparting red color to edible formulations intended for human consumption without imparting any perceptible objectionable taste thereto comprising adding to said edible formulations an amount effective to impart said red color of a water-soluble red pigment at least 95 weight percent of which consists of homologs having the structure, ##STR5## where R 1 is C 5 H 11 or C 7 H 15 , or a mixture thereof, and R 2 is a moiety such that R 2 NH 2 is selected from the group consisting of naturally occurring amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 39
Dependent Claim
14 words
The method of claim 34 where R 2 NH 2 is an amino alcohol.
Claim 40
Dependent Claim
14 words
The method of claim 35 where the amino alcohol is a polyhydric amino alcohol.
Claim 41
Dependent Claim
16 words
The method of claim 34 where R 2 NH 2 is a naturally occurring amino acid.
Claim 42
Dependent Claim
30 words
The method of claim 34 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 43
Dependent Claim
25 words
The method of claim 34 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 44
Dependent Claim
43 words
The method of claim 34 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid, and whose alkyl portion of the ester group contains up to 10 carbon atoms.
Claim 45
Dependent Claim
11 words
The method of claim 34 where the dipeptide ester is aspartame.
Claim 46
Dependent Claim
57 words
The method of claim 34 where R 2 NH 2 is an amine of a sugar alcohol with the formula HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4, or the formula HOCH 2 (CHOH) x (CHNH 2 )(CHOH) y CH 2 OH, where x+y+1 is 2, 3, or 4.
Claim 47
Dependent Claim
9 words
The method of claim 42 where n=4 or x+y+1=4.
Claim 48
Dependent Claim
12 words
The method of claim 43 where R 2 NH 2 is glucamine.
References Cited (Backward Citations)
US3765906A
Cited
US3993789A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-05-06 | 1994-11-05 | 1995-05-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-05-06 | 1998-11-05 | 1999-05-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-05-06 | 2002-11-05 | 2003-05-07 | $7700.00 | Window Closed / Lapsed |