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US4143034A
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Polyaminomethylated monoazo and disazo colorants
Assignee: HD ACQUISITION CORP A CORP OF DE
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Filing: 1977-03-09
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Granted: 1979-03-06
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Expires: 1997-03-09
Abstract
Abstract Novel mixtures, which consist essentially of a monoazo compound selected from the group of 1-phenylazo-2-hydroxynaphthalenes or of a disazo compound selected from the group of various bis-phenyl and bridged bis-phenyl diamines diazotized and coupled to β-naphthols, acetoacetanilides or 1-phenyl-3-methyl-5-pyrazolones and N,N'-bis(4-phenylazo-3-hydroxy-2-naphthocarbonyl)diaminoethanes multiply and randomly substituted with an average of one to eight aminomethyl groups per molecule or the acid-addition salts thereof, obtained by polyaminomethylating monoazo or disazo compounds, are useful for coloring natural fibers, synthetic fiber-forming material and cellulosic materials as well as in the manufacture of paper, varnishes, inks, coatings and plastics.
Inventors
- 👤 Patrick J. Jefferies
- 👤 Nicholas A. Ambrosiano
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 19:00
CPC Classifications
D; D21; D21H; D21H21/00; D21H21/14; D21H21/28; C; C09; C09B; C09B29/00; C09B29/10; C09B29/18; C09B29/20; C09B35/00; C09B35/02; C09B43/00; C09B43/006
Claims Analysis
Total Claims: 48
Claim 1
Independent Claim
179 words
A mixture consisting essentially of a disazo compound which is polyaminomethylated with an average of x aminomethyl groups per molecule wherein said disazo compound is selected from the group consisting of ##STR30## in which x represents a number from one to eight, Y represents a moiety selected from the class having the formulas ##STR31## R represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or N-phenylsulfamoyl, R 1 represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy, halo, N-phenylsulfamoyl or 6-methylbenzothiazol-2-yl, R 2 , r 3 , r 6 , r 7 , r 8 , r 10 , r 11 and R 12 represent hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or halo, R 4 represents hydrogen, C 1 to C 3 alkyl or C 1 to C 3 alkoxy, R 5 represents hydrogen or a moiety selected from ##STR32## and ##STR33## and R 9 represents hydrogen or C 1 to C 3 alkyl; or the acid-addition salt forms of said mixtures.
Claim 2
Dependent Claim
179 words
A mixture consisting essentially of a disazo compound which is polyaminomethylated with an average of x aminomethyl groups per molecule wherein said disazo compound is selected from the group consisting of ##STR30## in which x represents a number from one to eight, Y represents a moiety selected from the class having the formulas ##STR31## R represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or N-phenylsulfamoyl, R 1 represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy, halo, N-phenylsulfamoyl or 6-methylbenzothiazol-2-yl, R 2 , r 3 , r 6 , r 7 , r 8 , r 10 , r 11 and R 12 represent hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or halo, R 4 represents hydrogen, C 1 to C 3 alkyl or C 1 to C 3 alkoxy, R 5 represents hydrogen or a moiety selected from ##STR32## and ##STR33## and R 9 represents hydrogen or C 1 to C 3 alkyl; or the acid-addition salt forms of said mixtures.
Claim 3
Dependent Claim
37 words
A mixture according to claim 1 wherein the disazo compound is of the formula ##STR34## in which R 5 and Y each have the same respective meanings given in claim 1; and x is 2 to 7.
Claim 4
Dependent Claim
34 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR35## in which R 3 , R 5 and x each have the same respective meanings given in claim 2.
Claim 5
Dependent Claim
20 words
The mixture according to claim 3 where, in the disazo compound, R 3 is methoxy; and R 5 is hydrogen.
Claim 6
Dependent Claim
37 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR36## in which R 10 , R 11 , R 12 and x each have the same respective meanings given in claim 2.
Claim 7
Dependent Claim
24 words
The mixture according to claim 5 where, in the disazo compound, R 10 is methoxy; and R 11 and R 12 are each hydrogen.
Claim 8
Dependent Claim
34 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR37## in which R 4 , R 5 and x each have the same respective meanings given in claim 2.
Claim 9
Dependent Claim
20 words
The mixture according to claim 7 where, in the disazo compound, R 4 is methoxy; and R 5 is hydrogen.
Claim 10
Dependent Claim
20 words
The mixture according to claim 7 where, in the disazo compound, R 4 is methyl; and R 5 is hydrogen.
Claim 11
Dependent Claim
20 words
The mixture according to claim 7 where, in the disazo compound, R 4 is methoxy; and R 5 is N-(o-methoxyphenyl)carbamoyl.
Claim 12
Dependent Claim
20 words
The mixture according to claim 7 where, in the disazo compound, R 4 is methyl; and R 5 is N-(o-tolyl)carbamoyl.
Claim 13
Dependent Claim
20 words
The mixture according to claim 7 where, in the disazo compound, R 4 is methoxy; and R 5 is carbamoyl.
Claim 14
Dependent Claim
37 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR38## in which R 10 , R 11 , R 12 and x each have the same respective meanings given in claim 2.
Claim 15
Dependent Claim
24 words
The mixture according to claim 13 where, in the disazo compound, R 10 is methyl; and R 11 and R 12 are each hydrogen.
Claim 16
Dependent Claim
31 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR39## in which R 5 and x each have the same respective meanings given in claim 2.
Claim 17
Dependent Claim
15 words
The mixture according to claim 15 where, in the disazo compound, R 5 is carbamoyl.
Claim 18
Dependent Claim
31 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR40## in which R 5 and x each have the same respective meanings given in claim 2.
Claim 19
Dependent Claim
15 words
The mixture according to claim 17 where, in the disazo compound, R 5 is N-(o-methoxyphenyl)carbamoyl.
Claim 20
Dependent Claim
15 words
The mixture according to claim 17 where, in the disazo compound, R 5 is carbamoyl.
Claim 21
Dependent Claim
31 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR41## in which R 5 and x each have the same respective meanings given in claim 2.
Claim 22
Dependent Claim
15 words
The mixture according to claim 20 where, in the disazo compound, R 5 is N-(o-methoxyphenyl)carbamoyl.
Claim 23
Dependent Claim
15 words
The mixture according to claim 20 where, in the disazo compound, R 5 is carbamoyl.
Claim 24
Dependent Claim
33 words
A mixture according to claim 2 wherein the disazo compound is of the formula ##STR42## in which R 5 and x each have the same respective meanings given in relation to claim 2.
Claim 25
Dependent Claim
15 words
The mixture according to claim 23 where, in the disazo compound, R 5 is N-(o-methoxyphenyl)carbamoyl.
Claim 26
Dependent Claim
15 words
The mixture according to claim 23 where, in the disazo compound, R 5 is carbamoyl.
Claim 27
Dependent Claim
43 words
A mixture according to claim 1 wherein the disazo compound is of the formula ##STR43## in which R 6 , R 7 , R 8 and Y each have the same respective meanings given in claim 1; and x is 3 to 8.
Claim 28
Dependent Claim
40 words
A mixture according to claim 26 wherein the disazo compound is of the formula ##STR44## in which R 3 , R 6 , R 7 , R 8 and x each have the same respective meanings given in claim 26.
Claim 29
Dependent Claim
28 words
The mixture according to claim 27 where, in the disazo compound, R 3 and R 6 are each methoxy; and R 7 and R 8 are each hydrogen.
Claim 30
Dependent Claim
37 words
A mixture according to claim 26 wherein the disazo compound is of the formula ##STR45## in which R 6 , R 7 , R 8 and x each have the same respective meanings given in claim 26.
Claim 31
Dependent Claim
22 words
The mixture according to claim 29 where, in the disazo compound, R 6 , R 7 and R 8 are each hydrogen.
Claim 32
Dependent Claim
24 words
The mixture according to claim 29 where, in the disazo compound, R 6 is methyl; and R 7 and R 8 are each hydrogen.
Claim 33
Dependent Claim
24 words
The mixture according to claim 29 where, in the disazo compound, R 6 is methoxy; and R 7 and R 8 are each hydrogen.
Claim 34
Dependent Claim
37 words
A mixture according to claim 26 wherein the disazo compound is of the formula ##STR46## in which R 6 , R 7 , R 8 and x each have the same respective meanings given in claim 26.
Claim 35
Dependent Claim
24 words
The mixture according to claim 33 where, in the disazo compound, R 6 is methoxy; and R 7 and R 8 are each hydrogen.
Claim 36
Dependent Claim
37 words
A mixture according to claim 1 wherein the disazo compound is of the formula ##STR47## in which R 9 and Y each have the same respective meanings given in claim 1; and x is 1 to 6.
Claim 37
Dependent Claim
34 words
A mixture according to claim 35 wherein the disazo compound is of the formula ##STR48## in which R 3 , R 9 and x each have the same respective meanings given in claim 35.
Claim 38
Dependent Claim
20 words
The mixture according to claim 36 where, in the disazo compound, R 3 is methoxy; and R 9 is hydrogen.
Claim 39
Dependent Claim
39 words
A mixture according to claim 1 wherein the disazo compound is of the formula ##STR49## in which R, R 1 and R 2 each have the same respective meanings given in claim 1; and x is 2 to 6.
Claim 40
Dependent Claim
23 words
The mixture according to claim 38 where, in the disazo compound, R and R 1 are each hydrogen; and R 2 is methoxy.
Claim 41
Dependent Claim
148 words
A mixture consisting essentially of a monoazo compound polyaminomethylated with an average of x' aminomethyl groups per molecule wherein said monoazo compound is of the formula ##STR50## in which x' represents a number from 1.3 to 6; R represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or N-phenylsulfamoyl; R 1 represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy, halo, N-phenylsulfamoyl or 6-methylbenzothiazol-2-yl; R 2 , r 10 , r 11 and R 12 represent hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or halo; and R 5 represents hydrogen or a moiety selected from the class having the formulas ##STR51## or the acid-additon salt forms of said mixtures with the proviso that said aminomethyl groups are present in both the azo portion and the coupling component portion of said monoazo compounds.
Claim 42
Dependent Claim
148 words
A mixture consisting essentially of a monoazo compound polyaminomethylated with an average of x' aminomethyl groups per molecule wherein said monoazo compound is of the formula ##STR50## in which x' represents a number from 1.3 to 6; R represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or N-phenylsulfamoyl; R 1 represents hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy, halo, N-phenylsulfamoyl or 6-methylbenzothiazol-2-yl; R 2 , r 10 , r 11 and R 12 represent hydrogen, C 1 to C 3 alkyl, C 1 to C 3 alkoxy or halo; and R 5 represents hydrogen or a moiety selected from the class having the formulas ##STR51## or the acid-additon salt forms of said mixtures with the proviso that said aminomethyl groups are present in both the azo portion and the coupling component portion of said monoazo compounds.
Claim 43
Dependent Claim
44 words
A mixture according to claim 40 wherein the monoazo compound is of the formula ##STR52## in which R, R 1 , R 2 , R 10 , R 11 , R 12 and x' each have the same respective meanings given in claim 40.
Claim 44
Dependent Claim
32 words
The mixture according to claim 41 where, in the monoazo compound, R, R 2 , R 11 and R 12 are each hydrogen; and R 1 and R 10 are each methoxy.
Claim 45
Dependent Claim
32 words
The mixture according to claim 41 where, in the monoazo compound, R, R 1 , R 11 and R 12 are each hydrogen; R 2 is chloro; and R 10 is methoxy.
Claim 46
Dependent Claim
33 words
The mixture according to claim 41 where, in the monoazo compound, R 1 , R 2 , R 11 and R 12 are each hydrogen; R is N-phenylsulfamoyl; and R 10 is methoxy.
Claim 47
Dependent Claim
32 words
The mixture according to claim 41 where, in the monoazo compound, R, R 1 , R 11 and R 12 are each hydrogen; R 2 is methyl; and R 10 is ethoxy.
Claim 48
Dependent Claim
32 words
The mixture according to claim 41 where, in the monoazo compound, R, R 1 , R 11 and R 12 are each hydrogen; and R 2 and R 10 are each methoxy.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-03-05 | 1982-09-04 | 1983-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-05 | 1986-09-04 | 1987-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-05 | 1990-09-04 | 1991-03-06 | $7700.00 | Window Closed / Lapsed |