# US 2014/0189963 A1 · New sustainable range of dyestuffs for textile and paper dyeing

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- Number: US 2014/0189963 A1
- Document ID: US20140189963A1
- Status: Published application
- Kind: A1
- Application number: 14/119,836
- Filed: 2012-05-23
- Published: 2014-07-10
- Earliest claimed: 2011-05-27
- Assignees: Clariant International Ltd.
- Applicants: Clariant International Ltd
- Inventors: Manuel Jose Domingo; Joan Manel Blanquera; Yolanda Garcia
- Web page: https://patentgrep.com/patent/US20140189963A1

## CPC

- C09B 61/00: Dyes of natural origin prepared from natural sources {, e.g. vegetable sources}
- C09B 49/00: Sulfur dyes
- D06P 1/30: using sulfur dyes
- D06P 1/34: using natural dyestuffs
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- D06P: DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM

## Abstract

The invention refers to the manufacturing of a novel group of sulfur dyes in which are used, as raw material, different kind of natural “biomass”, usually existing in the nature, and transforming them into soluble dyestuffs, capable to dye textile fibres, preferably cellulose fibres and derivatives, as cotton, viscose, paper, tencel, with high strength and fast colour properties. For this purpose, the concept “Biomass”, is defined as the residual product obtained from the usual human crop activities, in agricultural and forestry sectors.

## Claims

### Claim 1

A process for manufacturing a dyestuff comprising:
(i) Providing vegetal biomass;
(ii) Pretreating said vegetal biomass with an aqueous alkaline medium and/or with an amino and/or polyamino compound, at an elevated temperature;
(iii) Mixing pretreated vegetal biomass with at least one sulfurization agent selected from the group consisting of sulfur, sulfide, and polysulfide;
(iv) Heating said mixture to a temperature of from 120° C. to 350° C. for at least 2 hours;
(v) Dissolving the mixture in aqueous medium and
optionally removing undissolved solid particles.

### Claim 2 (depends on 1)

The process as claimed in claim 1, wherein the vegetal biomass is a plant product from forest or agricultural crop activities and/or from marine sources.

### Claim 3 (depends on 1)

The process as claimed in claim 1, wherein the vegetal biomass is at least one selected from the group consisting of plant products comprising from about 3% to 50% by weight, based on dry mass, of lignin, plant products comprising from about 5% to 50% by weight, based on dry mass, of phenols and polyphenols, a mixture of plant products, and marine plants.

### Claim 4 (depends on 1)

The process as claimed in claim 1, wherein in (ii), the pretreating of the vegetal biomass is carried out in an alkaline aqueous medium having a pH of at least 9.

### Claim 5 (depends on 1)

The process as claimed in claim 1, wherein in (ii), the amount by weight between the vegetal biomass and the alkaline aqueous medium is from 1:10 to 10:1.

### Claim 6 (depends on 1)

The process as claimed in claim 1, wherein in (ii), the amino and/or polyamino compound are selected from the group consisting of monoalkylamines, monoalkylamino alcohols, ethylenediamine, propylenediamines, butylenediamines, C5-C18-alkylenediamines, urea, guanidine, dicyandiamide, di(C1C4-alkylene)triamines and tri (C1-C4-alkylene)tetramines.

### Claim 7 (depends on 1)

The process as claimed in claim 1, wherein the temperature of the pretreating is from 40° C. to 200° C.

### Claim 8 (depends on 1)

The process as claimed in claim 1, wherein the duration of the pretreating is from 1 hour to 48 hours.

### Claim 9 (depends on 1)

The process as claimed in claim 1, wherein the relative amount by weight between the sulfurization agent and the vegetal biomass after said pretreating, calculated on dry weight, is from 1:10 to 10:1.

### Claim 10 (depends on 1)

An aqueous solution of a dyestuff prepared by the process as claimed in claim 1.

### Claim 11 (depends on 10)

The solution as claimed in claim 10, comprising free sulfide in an amount of not more than 3% by weight, based on total weight of the aqueous solution.

### Claim 12 (depends on 10)

An aqueous solution as claimed in claim 10, capable of being used for dyeing cellulose material and/or cellulose-containing material.

### Claim 13 (depends on 10)

A cellulose material and/or cellulose-containing material dyed with an aqueous solution as claimed in claim 10.

### Claim 14 (depends on 13)

The cellulose material and/or cellulose-containing material as claimed in claim 13, comprising a cotton textile material.

### Claim 15 (depends on 14)

The cellulose material and/or cellulose-containing material as claimed in claim 14, wherein the cotton textile material comprises Denim jeans, dyed in brown and/or olive shades and wherein the vegetal biomass is from shells of dry fruits, fruit pits and/or from coffee ground.

### Claim 16 (depends on 11)

An aqueous solution as claimed in claim 11, capable of being used for dyeing cellulose material and/or cellulose-containing material.

### Claim 17 (depends on 11)

A cellulose material and/or cellulose-containing material dyed with an aqueous dye solution as claimed in claim 11.
