US4087247A
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US
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Process for the dyeing of polyacrylonitrile fibers
Assignee: Henkel AG and Co KGaA
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Filing: 1976-12-15
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Granted: 1978-05-02
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Expires: 1996-12-15
Abstract
Abstract Water-soluble quaternary ammonium compounds of the formula: ##STR1## wherein R 1 and R 2 each represent H or an alkyl radical of C 1 -C 20 chain length wherein the sum of the carbon atoms in R 1 and R 2 is 9 to 20, R 3 represents H, an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 4 represents an alkyl radical of C 1 -C 5 chain length or a hydroxyalkyl radical of C 1 -C 5 chain length, R 5 represents an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 6 represents a benzyl group, m represents 2 to 6, p and q represent 0 to 4, wherein p + q = 1 to 4, and X.sup.(-) represents a salt forming anion, Are effective retarding-levelling agents in the dyeing of anionic polyacrylonitrile fibers with basic (i.e., cationic) dyes.
Inventors
- 👤 Manfred Petzold
- 👤 Heinz Grunert
- 👤 Klaus Becker
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 10:34
CPC Classifications
D; D06; D06P; D06P3/00; D06P3/70; D06P3/76; D06P1/00; D06P1/44; D06P1/655; D06P1/66; Y; Y10; Y10S; Y10S8/00; Y10S8/92; Y10S8/927; Y10S8/929
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
224 words
In the dyeing of a fibrous material having a content of an anionic polyacrylonitrile fiber, wherein said material is contacted with an aqueous dye bath containing a cationic dye and said dye is substantively absorbed by said fiber, the improvement which comprises providing said bath with a content, as retardant for the dyeing and as levelling agent for said dye, of a water-soluble quaternary ammonium salt of the formula: ##STR9## wherein R 1 and R 2 each represent H or an alkyl radical of C 1 -C 20 chain length wherein the sum of the carbon atoms in R 1 and R 2 is an integer from 9 to 20, R 3 represents H, an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or benzyl, R 4 represents an alkyl radical of C 1 -C 5 chain length, or a hydroxyalkyl radical of C 1 -C 5 chain length R 5 represents an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or benzyl, R 6 represents benzyl, m represents an integer from 2 to 6, p and q represent integers from 0 to 4, wherein p + q = an integer from 1 to 4, and X.sup.(-) represents a salt forming counter-anion.
Claim 2
Dependent Claim
224 words
In the dyeing of a fibrous material having a content of an anionic polyacrylonitrile fiber, wherein said material is contacted with an aqueous dye bath containing a cationic dye and said dye is substantively absorbed by said fiber, the improvement which comprises providing said bath with a content, as retardant for the dyeing and as levelling agent for said dye, of a water-soluble quaternary ammonium salt of the formula: ##STR9## wherein R 1 and R 2 each represent H or an alkyl radical of C 1 -C 20 chain length wherein the sum of the carbon atoms in R 1 and R 2 is an integer from 9 to 20, R 3 represents H, an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or benzyl, R 4 represents an alkyl radical of C 1 -C 5 chain length, or a hydroxyalkyl radical of C 1 -C 5 chain length R 5 represents an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or benzyl, R 6 represents benzyl, m represents an integer from 2 to 6, p and q represent integers from 0 to 4, wherein p + q = an integer from 1 to 4, and X.sup.(-) represents a salt forming counter-anion.
Claim 3
Dependent Claim
82 words
A process according to claim 1 wherein the retardant-leveller has the formula: ##STR10## wherein R 1 and R 2 together represent alkyl groups containing 9 to 16 carbon atoms, R 3 represents H, --CH 3 , or a benzyl group, R 5 represents --CH 3 or a benzyl group, R 6 represents a benzyl group, X represents an anion, m represents the integer 2 or 3, p represents the integer 0 or 1 and q represents an integer from 1 to 3.
Claim 4
Dependent Claim
41 words
A process according to claim 1 wherein the retardant leveller has the formula: ##STR11## wherein R 1 and R 2 represent alkyl groups containing 9 to 16 carbon atoms, X represents an anion, and m represents the integer 2 or 3.
Claim 5
Dependent Claim
37 words
The process according to claim 1 wherein the retardant-leveller is the reaction product of one mol of an internal C 15-18 olefin epoxide with one mol of N,N-dimethylaminopropylamine quaternized by reaction with one mol of benzyl chloride.
Claim 6
Dependent Claim
30 words
The process according to claim 1 wherein the cationic dye is selected from the group consisting of diphenylmethane, triphenylmethane, rhodamine, oxazine, thiazine, diazine, indoline, cyanine, basic azo and azomethine dyes.
Claim 7
Dependent Claim
35 words
The process according to claim 1 wherein said quaternary ammonium salt is present in said bath at the start of said dyeing in amount between 0.25% and 2% of the weight of said fibrous material.
Claim 8
Dependent Claim
23 words
The process according to claim 1 wherein the weight ratio of said quaternary ammonium salt to said dye is between 1:10 and 10:1.
Claim 9
Dependent Claim
23 words
The process according to claim 1 wherein the weight ratio of said quaternary ammonium salt to said dye is between 1:1 and 8:1.
Claim 10
Dependent Claim
16 words
The process according to claim 1 wherein said bath has a pH between 4.0 and 6.5.
Claim 11
Dependent Claim
24 words
The process according to claim 1 wherein said fibrous material is in the form of monofilaments, threads, knitted fabrics, woven fabrics, fleeces or carpeting.
Claim 12
Dependent Claim
187 words
An aqueous dye bath adapted to dye anionic polyacrylonitrile fibrous material, comprising an aqueous solution of a cationic dye and a quaternary ammonium salt of the formula: ##STR12## wherein R 1 and R 2 each represent H or an alkyl radical of C 1 -C 20 chain length wherein the sum of the carbon atoms in R 1 and R 2 is an integer from 9 to 20, R 3 represents H, an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 4 represents an alkyl radical of C 1 -C 5 chain length or a hydroxyalkyl radical of C 1 -C 5 chain length, R 5 represents an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 6 represents a benzyl group, m represents an integer from 2 to 6, p and q represent integers from 0 to 4, wherein p + q = an integer from 1 to 4, and X.sup.(-) represents a salt-forming anion.
Claim 13
Dependent Claim
187 words
An aqueous dye bath adapted to dye anionic polyacrylonitrile fibrous material, comprising an aqueous solution of a cationic dye and a quaternary ammonium salt of the formula: ##STR12## wherein R 1 and R 2 each represent H or an alkyl radical of C 1 -C 20 chain length wherein the sum of the carbon atoms in R 1 and R 2 is an integer from 9 to 20, R 3 represents H, an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 4 represents an alkyl radical of C 1 -C 5 chain length or a hydroxyalkyl radical of C 1 -C 5 chain length, R 5 represents an alkyl radical of C 1 -C 5 chain length, a hydroxyalkyl radical of C 1 -C 5 chain length, or a benzyl group, R 6 represents a benzyl group, m represents an integer from 2 to 6, p and q represent integers from 0 to 4, wherein p + q = an integer from 1 to 4, and X.sup.(-) represents a salt-forming anion.
Claim 14
Dependent Claim
22 words
The bath according to claim 11 wherein the ratio of said dye to said quaternary ammonium salt is between 1:10 and 10:1.
Claim 15
Dependent Claim
17 words
The bath according to claim 11 having an acid pH in the range of 4.0 to 6.5.
References Cited (Backward Citations)
US3869250A
Cited
US3945794A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-01 | 1981-10-31 | 1982-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-01 | 1985-10-31 | 1986-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-01 | 1989-10-31 | 1990-05-02 | $7700.00 | Window Closed / Lapsed |