CA1185238A - Sulfonated lignin dispersants and dyestuffs and methods utlizing the same - Google Patents
Sulfonated lignin dispersants and dyestuffs and methods utlizing the sameInfo
- Publication number
- CA1185238A CA1185238A CA000379834A CA379834A CA1185238A CA 1185238 A CA1185238 A CA 1185238A CA 000379834 A CA000379834 A CA 000379834A CA 379834 A CA379834 A CA 379834A CA 1185238 A CA1185238 A CA 1185238A
- Authority
- CA
- Canada
- Prior art keywords
- lignin
- composition
- dye
- benzyl alcohol
- adduct
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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- Coloring (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
Dispersants, especially well suited for use with insoluble dyes, are produced by reacting hydroxyl benzyl alcohol compounds with sulfonated lignin derivatives. The dispersants have high levels of heat stability, coupled with desirable dye reduction, staining, foaming, milling and viscosity-reducing properties. Dyestuff, dye pastes and dye baths, as well as methods utilizing them, are provided.
Dispersants, especially well suited for use with insoluble dyes, are produced by reacting hydroxyl benzyl alcohol compounds with sulfonated lignin derivatives. The dispersants have high levels of heat stability, coupled with desirable dye reduction, staining, foaming, milling and viscosity-reducing properties. Dyestuff, dye pastes and dye baths, as well as methods utilizing them, are provided.
Claims (27)
OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. As a composition of matter, the lignin adduct of a sulfonated lignin material containing about 2 to 8 percent by weight of combined organic sulfur, and about 0.05 to 4.0 millimoles, per gram of the lignin moiety of said material, of an hydroxyl benzyl alcohol compound having the general formula:
wherein n is an integer from 1 to 3 and A is a substituent selected from the group consisting of hydrogen, lower alkyl groups and the hydroxymethyl group.
wherein n is an integer from 1 to 3 and A is a substituent selected from the group consisting of hydrogen, lower alkyl groups and the hydroxymethyl group.
2. The composition of Claim 1 wherein said lignin material is a lignosulfonate, and wherein said amount of organic sulfur is about 4 to 8 percent.
3. The composition of Claim 1 wherein said lignin material is a methylolated derivative.
4. The composition of Claim 1 wherein said lignin material comprises a spent sulfite liquor.
5. The composition of Claim 4 wherein said liquor is desugared to a substantial extent, and is unpurified.
6. The composition of Claim 1 wherein said lignin material is a sulfonated lignin, and wherein said amount of organic sulfur is about 2 to 7 percent.
7. The composition of Claim 1 wherein said benzyl alcohol is monohydroxyl benzyl alcohol, present in an amount of at least 0.5 milimole per gram of lignin.
8. The composition of Claim 7 wherein said adduct contains about 1.0 to 2.5 millimoles of said benzyl alcohol per gram of said lignin moiety.
9. In a method for the production of a lignin adduct, the steps comprising:
forming an aqueous reaction mixture of a sulfonated lignin material and an hydroxyl benzyl alcohol compound, said mixture containing about 0.05 to 4.0 millimoles of said alcohol compound per gram of the lignin moiety in said lignin material, said alcohol compound having the general formula:
wherein n is an integer from 1 to 3 and A is a substituent selected from the group consisting of hydrogen, lower alkyl groups and the hydroxymethyl group;
establishing in said mixture a temperature of about 50° to 100°
Centigrade and a pH of about 3 to 12 to effect reaction between said lignin material and said alcohol compound; and maintaining those conditions in said mixture for a period of from about 1 to 24 hours to substantially convert said lignin material and said alcohol compound to a lignin adduct.
forming an aqueous reaction mixture of a sulfonated lignin material and an hydroxyl benzyl alcohol compound, said mixture containing about 0.05 to 4.0 millimoles of said alcohol compound per gram of the lignin moiety in said lignin material, said alcohol compound having the general formula:
wherein n is an integer from 1 to 3 and A is a substituent selected from the group consisting of hydrogen, lower alkyl groups and the hydroxymethyl group;
establishing in said mixture a temperature of about 50° to 100°
Centigrade and a pH of about 3 to 12 to effect reaction between said lignin material and said alcohol compound; and maintaining those conditions in said mixture for a period of from about 1 to 24 hours to substantially convert said lignin material and said alcohol compound to a lignin adduct.
10. The method of Claim 9 wherein said lignin material is a spent sulfite liquor.
11. The method of Claim 10 wherein said lignin material has been prereacted to effect methylolation of a substantial portion of the lignin-containing constituents thereof.
12. The method of Claim 11 wherein said methylolation is effected by reaction of said spent sulfite liquor with formaldehyde.
13. The method of Claim 10 wherein said spent sulfite liquor has been at least partially desugared.
14. The method of Claim 9 wherein said lignin material is lignosulfonate.
15. The method of Claim 9 wherein said lignin material is an alkali lignin sulfonated to an organic sulfur content of about 2 to 7 percent by weight.
16. The method of each of Claims 9, 11, and 14 wherein said alcohol compound is monohydroxyl benzyl alcohol, present in an amount of at least 0.5 millimole per gram of lignin.
17. The method of Claim 9 wherein said alcohol compound is selected from the group consisting of dihydroxyl benzyl alcohol, trihydroxyl benzyl alcohol, monohydroxyl methyl benzyl alcohol, and monohydroxyl hydroxymethyl benzyl alcohol.
18. As a composition of matter, the lignin adduct of Claim 9, wherein said alcohol compound employed in said method is monohydroxyl benzyl alcohol, present in an amount of at least 0.5 millimole per gram of lignin.
19. As a composition of matter, the lignin adduct of Claim 17.
20. A dyestuff composition comprising a water-insoluble dye and a lignin adduct of Claim 1, said adduct being present in a weight ratio to said dye of from about 0.25 to 0.75:1Ø
21. The composition of Claim 20 wherein said dye is selected from the group consisting of disperse and vat dyes.
22. The composition of Claim 21 wherein said dye is a quinone or an azo dye.
23. A dye paste comprising the dyestuff composition of Claim 20 and water, said dyestuff composition comprising about 35 to 55 weight percent of said paste.
24. In a method of milling a dye, the steps comprising:
forming a dye paste of Claim 23; and milling said paste for a period of time sufficient to reduce the water-insoluble particles thereof to a weight average particle size of about 50 to 200 angstroms.
forming a dye paste of Claim 23; and milling said paste for a period of time sufficient to reduce the water-insoluble particles thereof to a weight average particle size of about 50 to 200 angstroms.
25. A dye bath comprising an effective amount of a dyestuff composition of Claim 20 admixed with water, the insoluble fraction of said dyestuff composition having a weight average particle size of about 50 to 200 angstroms.
26. In a method of dyeing a fabric, the steps comprising:
forming a dye bath of Claim 25;
heating said bath to a temperature of about 75° to 135° Centigrade;
immersing a fabric in said bath for a period of time sufficient to effect dyeing thereof; and removing said fabric from said bath.
forming a dye bath of Claim 25;
heating said bath to a temperature of about 75° to 135° Centigrade;
immersing a fabric in said bath for a period of time sufficient to effect dyeing thereof; and removing said fabric from said bath.
27. The method of Claim 26 wherein said dye is soluble in said first-mentioned bath, and wherein, subsequent to said removal step, said fabric is immersed in a second bath to render said dye insoluble.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000379834A CA1185238A (en) | 1981-06-16 | 1981-06-16 | Sulfonated lignin dispersants and dyestuffs and methods utlizing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000379834A CA1185238A (en) | 1981-06-16 | 1981-06-16 | Sulfonated lignin dispersants and dyestuffs and methods utlizing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1185238A true CA1185238A (en) | 1985-04-09 |
Family
ID=4120239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000379834A Expired CA1185238A (en) | 1981-06-16 | 1981-06-16 | Sulfonated lignin dispersants and dyestuffs and methods utlizing the same |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA1185238A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10301437B2 (en) | 2013-11-26 | 2019-05-28 | Upm-Kymmene Corporation | Method for treating lignin and for producing a binder composition |
-
1981
- 1981-06-16 CA CA000379834A patent/CA1185238A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10301437B2 (en) | 2013-11-26 | 2019-05-28 | Upm-Kymmene Corporation | Method for treating lignin and for producing a binder composition |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |