Chemistry: natural resins or derivatives; peptides or proteins; – Proteins – i.e. – more than 100 amino acid residues – Chemical modification or the reaction product thereof – e.g.,...
Reexamination Certificate
1998-07-16
2004-02-10
Low, Christopher S. F. (Department: 1653)
Chemistry: natural resins or derivatives; peptides or proteins;
Proteins, i.e., more than 100 amino acid residues
Chemical modification or the reaction product thereof, e.g.,...
C530S350000, C530S354000, C530S405000, C427S323000, C028S167000, C252S008570, C252S008620, C252S008050, C534S558000
Reexamination Certificate
active
06689870
ABSTRACT:
This invention relates to protein macromolecular dyes, especially to the protein macromolecular dyes which are prepared by reacting protein macromolecules with the reactive dyes.
There were descriptions related to polymeric dyes in the prior art. In European patent publication No. 0 205 290 (1986), colored polymer was prepared by the copolymerization of the azo dyes containing unsaturated olefin. And U.S. Pat. No. 4,477,635 described the preparation of polymeric triarylmethane dye by polycondensation. The defect of preparing polymeric dye by copolymerization or polycondensation was that dyes and intermediates in copolymerization and polycondensation should not contain the inhibited groups such as nitro and amino groups. But these inhibited groups were necessary auxochromo groups for bright dyes. Therefore, the conversion of the dyes and the content of the parent dyes in the polymeric dyes were low when the conventional dyes were used in the polymerization for preparing polymeric dyes.
In U.S. Pat. No. 4,546,161 (1985) an affinity chromatography carrier for protein separation was described. Polymer and copolymer of agarose, dextrose, dextran and acrylamide was used as the support matrix of the carrier bearing mono- or dichloro triazine dyes which were added by chemical reaction. The combination amount of the dye combined onto the macromolecule was lower than 10% in the carrier.
As the content of the parent dyes on the support matrix in the prior macromolecule is low, the present invention suggests protein macromolecular dyes with high content of the parent dyes. It is synthesized by the reaction of the amino groups of protein macromolecules used as polymeric support matrix with parent dyes.
So far, there is no report about protein macromolecular dyes in publications.
The object of the present invention is to provide protein macromolecular dyes synthesized by the reaction of protein macromolecules with dyes, and to overcome the low binding amount of the parent dyes in macromolecular support matrix of prior macromolecular dyes. This kind of protein macromolecular dyes has good properties such as color brightness, coloring ability, fastness, anti-mobility, compatibility and environmental safety in dyeing protein materials such as leather, wool and silk.
The present invention provides protein macromolecular dyes having the formula:
A(B)
b
(1)
wherein A are protein macromolecules, B are dyes which can react with the amino groups of the protein macromolecules, b are integers between 1~2500.
The present invention provides protein macromolecular dyes wherein dyes B are azo dyes, which can react with the amino groups of the protein macromolecules A.
The present invention provides protein macromolecular dyes wherein dyes B are azo metal complex dyes, which can react with the amino groups of the protein macromolecules A.
The present invention provides protein macromolecular dyes wherein dyes B are anthraquinone dyes, which can react with the amino groups of the protein macromolecules A.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A are natural protein macromolecules with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A which can react with the azo dyes are natural protein macromolecules with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A which can react with the azo metal complex dyes are natural protein macromolecules with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A which can react with the anthraquinone dyes are natural protein macromolecules with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecules A which can react with the dye B is casein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the dye B is gelatin with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the dye B is fur-protein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo dye B is casein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo dye B is gelatin with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo dye B is fur-protein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo metal complex dye B is casein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo metal complex dye B is gelatin with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the azo metal complex dye B is fur-protein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the anthraquinone dye B is casein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the anthraquinone dye B is gelatin with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the natural protein macromolecule A which can react with the anthraquinone dye B is fur-protein with 1000~450000 molecular weight.
The present invention provides protein macromolecular dyes wherein the protein macromolecule A for preparing protein macromolecular dyes are expressed as follows:
A′(D)
d
(2)
wherein A′ are the modified protein macromolecules derived from the protein macromolecules A of which 0.1~95% amino groups are substituted by the dye, d are integers between 1~2400, D are single or mixed groups as follows:
wherein R
1
is —H or —CH
3
; n are integers between 1~1000; R
2
is —COOH, —CONH
2
, —CN, —COOCH
3
, —COOC
2
H
5
, —COOC
3
H
7
, —COOC
4
H
9
, —Cl, —CHO, —COOC
2
H
4
OH, or
wherein m are integers between 1~200; R
1
is —H,
R
2
is —H, —CH
3
, —C
2
H
5
;
wherein m
1
are integers between 1~300; R
1
is —H, or
R
2
is H, —CH
3
, or —C
2
H
5
.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A which can react with the azo dyes are expressed as follows:
A′(D)
d
(6)
wherein A′ are the modified protein macromolecules derived from the protein macromolecules A of which 0.1~95% amino groups are substituted by the dye, d are integers between 1~2400, D are single or mixed groups as follows:
wherein R
1
is —H or —CH
3
; n are integers between 1~1000; R
2
is —COOH, —CONH
2
, —CN, —COOCH
3
, —COOC
2
H
5
, —COOC
3
H
7
, —COOC
4
H
9
, —Cl, —CHO, —COOC
2
H
4
OH or
wherein m are integers between 1~200; R
1
is —H,
R
2
is —H, —CH
3
, —C
2
H
5
;
wherein m
1
are integers between 1~300; R
1
is —H,
wherein R
2
is —H, —CH
3
, —C
2
H
5
.
The present invention provides protein macromolecular dyes wherein the protein macromolecules A which can react with the azo metal complex dyes are expressed as follows:
A′(D)
d
(10)
wherein A′ are the modified protein macromolecules derived from the protein macromolecules A of which 0.1~95% amino groups are substituted by the dye, d are integers between 1~2400, D are single or mixed groups as follows:
wherein R
1
is —H or —CH
3
; n are integers betw
Yang Jinzong
Zhang Shufen
Alston & Bird LLP
China Petro-Chemical Corporation
Low Christopher S. F.
Lukton David
LandOfFree
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