GB2041011A - Disperse Dyestuff Compositions - Google Patents
Disperse Dyestuff Compositions Download PDFInfo
- Publication number
- GB2041011A GB2041011A GB8001215A GB8001215A GB2041011A GB 2041011 A GB2041011 A GB 2041011A GB 8001215 A GB8001215 A GB 8001215A GB 8001215 A GB8001215 A GB 8001215A GB 2041011 A GB2041011 A GB 2041011A
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- composition
- dispersing agent
- alkyl
- mixture
- phenol
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/12—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/0089—Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Abstract
Aqueous concentrates or printing pastes of disperse dyes or disperse optical brighteners contain a dispersing agent which is the product of reacting formaldehyde with one or more mono or di-(C1-12)alkyl substituted phenols optionally together with one or more N-(C12-22)alkyl alkylene polyamines and alkoxylating the condensation product with 30-450 moles of lower alkylene oxide. The compositions give dyeings and printings with excellent colour yield.
Description
SPECIFICATION
Dyestuff Compositions
This invention relates to dyestuff compositions.
By the term "dyestuff" it is intended to include optical brighteners, which may be regarded as "white dyes".
The invention provides compositions of one or more disperse dyes or disperse optical brighteners in liquid concentrate or paste form, containing a dispersing agent comprising the condensation product of formaldehyde with one or more monoor di-(C,S12) alkyl substituted phenols, optionally together with one or more N-(C12;22) alkyl alkylene polyamines or with a mixture of one or more N (C12j22) alkyl alkylene polyamines and one or more unsubstituted alkylene polyamines, alkoxylated with 30-450 moles (based on phenol + amine) of a lower alkylene oxide; with the proviso that when no polyamine reactant is present, a mixture of mono- and di-(C1l,2) alkyl substituted phenols is used.
The dispersing agents used in dyestuff compositions according to the invention are therefore of two basic types. Type a) is the product of condensing a mixture of mono- and di (C1S12) alkyl phenols with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol) of a lower alkylene oxide. Type b) is the product of condensing a mixture of one or more mono- or di-(C112) alkyl phenols and one or more N-(C12122) alkyl alkylene polyamines, optionally together with one or more un-substituted alkylene polyamines, with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol + amine) of a lower alkylene oxide. Of these, type b) is preferred, and particularly preferred are mixtures of types a) and b).
In type a) the mixture of mono- and disubstituted phenols is preferably a mixture of compounds of formulae I and II
preferably in a molar ratio 1:11 of from 1:1 to 1:3.
Each R, which may be the same or different, is (C1112) alkyl. Preferably all R groups are the same, and are preferably (C4f9) alkyl, particularly nonyl.
This mixture is reacted under acid conditions with from 0.5 to 1 mole of formaldehyde per mole of phenol, and the condensation product reacted with 30-450 moles, preferably 40-1 50 moles, of lower alkylene oxide. The lower alkylene oxide is preferably ethylene oxide, propylene oxide or mixtures of these, ethylene oxide being preferred.
In type b), the mono- or di-substituted phenols preferably contain 1 or 2 (C4,9) alkyl groups, particularly butyl, octyl or nonyl groups, and are preferably p-mono-substituted or 2,4-disubstituted. The polyamines preferably contain up to 6 nitrogen atoms as primary or secondary amino groups, up to 5 alkylene groups (preferably ethylene and/or propylene) and, if alkylsubstituted, one C,2f22, preferably C14522 alkyl group, preferably a straight-chain alkyl group.
Particularly preferred are N-alkyl substituted propylene diamines such as N-stearyl or Nbehenyl propylene diamine or aminopropyl talgamine [N-(C,4ç20) alkyl propylene diamine]. If an unsubstituted alkylene polyamine is present, it preferably constitutes up to 30 % wt. of the Nalkyl alkylene polyamine. A preferred unsubstituted alkylene polyamine is diethylene triamine. The molar ratio of phenol to amine in the mixture of reactants is preferably from 2:1 to 1:2, more preferably from 1.5:1 to 1 :1.5, particularly 1:1. This mixture is then condensed under basic conditions with up to 1 mole of formaldehyde per mole of (phenol + amine), and the condensation product is reacted with 30-450 moles of lower alkylene oxide, preferably ethylene oxide, propylene oxide or mixtures of these, particularly ethylene oxide.Preferably 40-300 moles alkylene oxide are used per mole of phenol plus amine, more preferably 50-200, even more preferably 60150.
The particularly preferred mixed dispersing agent is a mixture of the products of type a) and type b) above, preferably in a weight ratio of from 1:5 to 5:1.
The disperse dyes used in the dyestuff compositions according to the invention are preferably those of the azo and anthraquinone series. By way of example, suitable dyes include the following:- C.l. Disperse Yellow 60, C.l. Disperse Yellow 3,
C.l. Disperse Orange 30, C.l. Disperse Red 5, C.l.
Disperse Red 13, C.l. Disperse Red 4, C.l. Disperse
Red 167, C.l. Disperse Violet 1, C.l. Disperse Blue 19, C.l. Disperse Blue 14, C.l. Disperse Blue 3, C.í.
Disperse Blue 26, C.l. Disperse Blue 73, C.í.
Disperse Blue 79.
Suitable optical brighteners are those used for thermosol optical brightening of polyesters.
The dyestuff compositions may also contain conventional auxiliaries such as anti-foaming agents, anionic or non-ionic surfactants or preserving agents. Suitable humectants, for example alkylamino-higher alkyl amines, glycol, glycerol, diglycol, urea or formamide may also be present, and conventional thickening agents may be used in paste compositions.
The dyestuff compositions according to the invention, if in the form of an aqueous concentrate, preferably contain 1 5-25% by weight of the dyestuff. However, compositions in paste form may contain up to 50% weight of the dyestuff. In both cases, the amount of dispersing agent present is preferably 10%--100% by weight of the dyestuff, more preferably 3060% by weight.
The dispersing agents used according to the invention may be prepared by conventional methods. The condensation of the phenols with formaldehyde may be carried out for example by heating to a temperature of 50-650C for several hours in the presence of an acid catalyst such as sulphuric acid. For the phenol/amine mixtures, condensation with formaldehyde may be carried out by heating the mixture, without catalyst, to 80-1 000C for several hours.
Alkoxylation of the condensation products is carried out in conventional manner, for example at 140-1 800C in the presence of an alkali metal hydroxide as catalyst.
In order to produce the mixture of dispersing agents of types a) and b) referred to above, the corresponding formaldehyde condensation products may be alkoxylated separately and the alkoxylation products mixed, or alternatively a mixture of the two condensation products may be alkoxylated in a single operation.
The preparation of the dyestuff compositions according to the invention may be carried out by mixing in conventional wet milling equipment such as kneaders, sand mills, perl-mills, high speed stirring ball mills and similar equipment.
The dyestuff preferably is reduced in average particle size to approx. 2 m during this operation.
The new dyestuff compositions are suitable for the preparation of dyebaths and printing pastes.
Such printing pastes may contain binding agents such as cellulose ethers, saponified natural resin, water soluble synthetic resin or polyacrylate binder, as well as natural or synthetic commercial thickening agents.
Dyestuff compositions according to the invention have good compatibility with binding agents, and the use of dispersing agents of the types described allows a high concentration of dyestuff to be incorporated without loss of stability. The dispersing agents are non-yellowing, and thus do not affect the shade of the dyeing.
Particularly, however, the dyestuff compositions of the invention give an excellent colour yield both in printing and in bath dyeing, enabling deep shades to be obtained with relatively little dyestuff.
The following Examples, in which all parts are by weight and all temperatures are in degrees
Centigrade, illustrate the invention.
Example 1
A) Preparation of Dispersing Agent of Type a)
283 Parts (1 mole) of a 50:50 mixture of nonyl- and dinonylphenol are reacted with 24 parts (0.8 mole) formaldehyde at 50--650 for 3-4 hours, in the presence of 3% wt. sulphuric acid. When reaction is complete, the acid is neutralised and the product is dried under vacuum.
The product is then reacted with 1 980 parts (45 mole) of ethylene oxide at 140-1 60C in the presence of 2.5% wt. NaOH as catalyst. The product is neutralised with formic acid when reaction is complete.
B) Preparation of Dyestuff Composition
24 parts of the dyestuff C.l. Disperse
Orange 30
10 parts dispersing agent prepared
as in A) above
24 parts glycerin, and
42 parts water are mixed together and finally milled in a ball mill until a particle size of approx. 2 wm is obtained.
Example 2
A) Preparation of Dispersing Agent of Type b)
A mixture of 110 parts (0.5 mole) p-nonyl phenol and 1 63 parts 0.5 mole) stearyl propylene diamine is reacted with 30 parts (1 mole) paraformaldehyde at 8O1000 for 6 hours. After removal of water from the reaction product and addition of 1% NaOH as catalyst, 3580 parts (80 moles) ethylene oxide are gradually added at a temperature of 160--1800 until reaction is complete. The product is neutralised by addition of formic acid.
B) Preparation of Dyestuff Composition
1 5 parts of the dyestuff C.l. Disperse
Blue 79
5 parts dispersing agent prepared
as in A) above, 1 5 parts glycerin, and
65 parts water are mixed together and finally ground in a ball mill to a particle size of approx. 2 ym.
Example 3
A) Preparation of Starting Material for
Dispersing Agent of Type a)
620 Parts of dinonylphenol (technical grade), 21 8 parts of 4-isooctylphenol and 214 parts of 2,4-di-tert.-butylphenol are reacted with 202 parts of a 30% aqueous formaldehyde solution (corresponding to 0.4 moles CH20 per mole of phenol component) in the presence of 31.6 parts of sulphuric acid (monohydrate). The formaldehyde solution is added in two parts during 60 min. at 50-650C (duration 20 min.
each). Condensation is completed in six hours at 60-650C. The mixture is neutralised with 250 parts of a 15% NaOH solution (700C). Finally water is distilled off in vacuo. The resulting resinous and viscous product has an average mol.
weight of 274-277.
B) Preparation of Starting Material for
Dispersing Agent of Type b)
31 0 Parts of dinonylphenol (technical grade), 108,9 parts of 4-isooctyiphenol, 107 parts of 2,4di-tert.butylphenol and 63.5 parts of Xylenol (techn. grade) are mixed with 129 parts of diethylene triamine and 415 parts stearylpropylenediamine. During 6 hours they are condensed with 1 50 parts paraformaldehyde at 5O-650C. Water is distilled off in vacuo (90 100 C). The condensation product is liquid and has an average mol. weight of 473 to 477.
C) Preparation of Mixture of Dispersing Agent of Type a) and b) from A Plus B
274 Parts of the condensation product of A) and 473 parts of that of B) above are reacted in the presence of 1 8.7 parts of NaOH at 1 60- 1 8O0C with 1320 parts (30 mol) ethylene oxide.
After neutralisation with formic acid, the product is a water-miscible liquid, which was used to prepare dyestuff compositions as described in
Examples 1 B) and 2 B).
Example 4
The mixture of the products of Example 3 A) and 3 B) was reacted as described in Example 3
C) with 2640 parts (60 moles) of ethylene oxide.
After neutralisation with formic acid a dark brown soap-like solid product was obtained, which was soluble in water at all concentrations. This product was used to prepare dyestuff compositions as described in Examples 1 B) and 2
B).
A similar product was obtained by reaction with 3960 parts (90 moles) ethylene oxide, and was used in the same way.
Claims (25)
1. A composition of one or more disperse dyes or disperse optical brighteners in liquid concentrate or paste form containing a dispersing agent comprising the condensation product of formaldehyde with one or more mono or di-(C,I12) alkyl substituted phenols, optionally together with one or more N-(C,2122) alkyl alkylene polyamines or with a mixture of one or more N-(C122) alkyl alkylene polyamines and one or more unsubstituted alkylene polyamines, alkoxylated with 30-450 moles (based on phenol + amine) of a lower alkylene oxide; with the proviso that when no polyamine reactant is present, a mixture of mono- and di-(C1j12) alkyl substituted phenols is used.
2. A composition as claimed in Claim 1 in which the dispersing agent is the product of condensing a mixture of mono- and di-(C1;12) alkyl phenols with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol) of a lower alkylene oxide.
3. A composition as claimed in Claim 2 in which the dispersing agent is prepared from a reaction mixture comprising a mixture of compounds of formulae I and II
in which each R, which may be the same or different, is (cay12) alkyl.
4. A composition as claimed in Claim 3 in which the dispersing agent is prepared from a reaction mixture comprising a mixture of compounds of formulae I and II in a molar ratio of from 1:1 to 1:3.
5. A composition as claimed in Claim 3 or
Claim 4 in which all R groups are the same and are (C419) alkyl.
6. A composition as claimed in Claim 5 in which all R groups are nonyl.
7. A composition as claimed in any one of
Claims 2 to 6 in which the dispersing agent is prepared by condensing the mixture of mono- and di-substituted phenols under acid conditions with from 0.5 to 1 mole of formaldehyde per mole of phenol, and reacting the condensation product with 40-1 50 moles of ethylene oxide, propylene oxide or mixtures thereof.
8. A composition as claimed in Claim 1 in which the dispersing agent is the product of condensing a mixture of one or more mono- or di (C,l,2) alkyl phenols and one or more N-(C,2122) alkyl alkylene polyamines, optionally together with one or more unsubstituted alkylene polyamines, with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol + amine) of a lower alkylene oxide.
9. A composition as claimed in Claim 8, in which the dispersing agent is prepared from a reaction mixture comprising one or more monoor di-substituted (C4yg) alkyl phenols.
10. A composition as claimed in Claim 9 in which the dispersing agent is prepared from a reaction mixture comprising one or more p-monosubstituted or 2,4-di-substituted butyl, octyl or nonylphenols.
11. A composition as claimed in any one of
Claims 8 to 10 in which the dispersing agent is prepared from a reaction mixture comprising an
N-alkyl alkylene polyamine which contains from 2 to 6 nitrogen atoms as primary or secondary amino groups, 1 to 5 ethylene and/or propylene groups and one C142 straight-chain alkyl group.
12. A composition as claimed in Claim 11 in which the dispersing agent is prepared from a reaction mixture comprising one or more N-(C,4y22 straight-chain alkyl) propylene diamines.
13. A composition as claimed in any one of
Claims 8 to 12 in which the dispersing agent is prepared from a reaction mixture containing up to 30% wt. (based on N-alkyl alkylene polyamine) of an unsubstituted alkylene polyamine having from 2 to 6 nitrogen atoms as primary or secondary amino groups and 1 to 5 ethylene and/or propylene groups.
14. A composition as claimed in Claim 13 in which the dispersing agent is prepared from a reaction mixture containing up to 30% wt. (based on N-alkyl alkylene polyamine) of diethylene triamine.
1 5. A composition as claimed in any one of
Claims 8 to 14 in which the dispersing agent is prepared from a reaction mixture having a molar ratio of phenol to amine of from 2:1 to 1:2.
1 6. A composition as claimed in Claim 1 5 in which the dispersing agent is the product of condensing the mixture of phenol and amine under basic conditions with up to 1 mole of formaldehyde per mole of (phenol + amine) and reacting the condensation product with 40-300 moles of ethylene oxide, propylene oxide or mixtures thereof per mole of (phenol + amine).
1 7. A composition as claimed in Claim 16 in which the dispersing agent is the product of reacting the said condensation product with from 60 to 1 50 moles of ethylene oxide, propylene oxide or mixtures thereof per mole of (phenol + amine).
18. A composition as claimed in Claim 1 in which the dispersing agent is a physical mixture of
a) the product of condensing a mixture of mono- and di- (C,r,2) alkyl phenols with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol) of a lower alkylene oxide and
b) the product of condensing a mixture of one or more mono- or di-(C,r,2) alkyl phenols and one or more N-(C12j22) alkyl alkylene polyamines, optionally together with one or more unsubstituted alkylene polyamines, with formaldehyde and reacting the condensation product with 30-450 moles (based on phenol + amine) of a lower alkylene oxide;
the weight ratio of a) to b) being from 1:5 to 5:1.
19. A composition as claimed in Claim 1 in which the dispersing agent is the product of reacting a mixture of
a) the product of condensing a mixture of mono- and di-(C1!,2) alkyl phenols with formaldehyde and
b) the product of condensing a mixture of one or more mono- or di-(C,r,2) alkyl phenols and one or more N-(C,2r22) alkyl alkylene polyamines, optionally together with one or more unsubstituted alkylene polyamines, with formaldehyde
in weight ratio a:b of from 1:5 to 5:1, with 30-450 moles (based on phenol + amine) of a lower alkylene oxide.
20. A composition as claimed in any one of
Claims 1 to 1 9 containing an amount of dispersing agent equal to 20100% by weight of the dyestuff present.
21. A composition as claimed in Claim 20 containing an amount of dispersing agent equal to 3060% by weight of the dyestuff present.
22. A composition as claimed in any one of
Claims 1 to 21 in which the average particle size of the dyestuff is approximately 2 ym.
23. A dyestuff composition as herein described in any one of the Examples.
24. A process for dyeing, printing or opticaliy brightening a textile substrate by applying a composition as claimed in any one of Claims 1 to 23.
25. A textile substrate whenever treated by the process of Claim 24.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH44279A CH640255A5 (en) | 1979-01-17 | 1979-01-17 | Disperse dye preparations |
| CH44179 | 1979-01-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2041011A true GB2041011A (en) | 1980-09-03 |
| GB2041011B GB2041011B (en) | 1982-11-24 |
Family
ID=25684584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8001215A Expired GB2041011B (en) | 1979-01-17 | 1980-01-14 | Disperse dyestuff compositions |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE3000569A1 (en) |
| FR (1) | FR2446853A1 (en) |
| GB (1) | GB2041011B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2666354A1 (en) * | 1990-09-05 | 1992-03-06 | Sandoz Sa | NOVEL CONDENSATION PRODUCTS, THEIR PREPARATION AND THEIR USE AS AUXILIARY DYES. |
| WO2000011256A1 (en) * | 1998-08-25 | 2000-03-02 | Clariant Finance (Bvi) Limited | Aqueous compositions of uv-active agents, their production and use |
| CN101942772A (en) * | 2010-08-17 | 2011-01-12 | 辽宁恒星精细化工有限公司 | Low-formaldehyde soaping-resistant adhesive for textile pigment printing and preparation method thereof |
-
1980
- 1980-01-09 DE DE19803000569 patent/DE3000569A1/en not_active Withdrawn
- 1980-01-14 GB GB8001215A patent/GB2041011B/en not_active Expired
- 1980-01-17 FR FR8000970A patent/FR2446853A1/en not_active Withdrawn
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2666354A1 (en) * | 1990-09-05 | 1992-03-06 | Sandoz Sa | NOVEL CONDENSATION PRODUCTS, THEIR PREPARATION AND THEIR USE AS AUXILIARY DYES. |
| BE1004780A3 (en) * | 1990-09-05 | 1993-01-26 | Sandoz Sa | New products condensing, their preparation and their use as auxiliary dye. |
| US5252104A (en) * | 1990-09-05 | 1993-10-12 | Sandoz Ltd. | Products of reacting an alkylene oxide with a condensate of formaldehyde, an alkylphenol and an amine |
| WO2000011256A1 (en) * | 1998-08-25 | 2000-03-02 | Clariant Finance (Bvi) Limited | Aqueous compositions of uv-active agents, their production and use |
| US6723256B1 (en) * | 1998-08-25 | 2004-04-20 | Clariant Finance (Bvi) Limited | Aqueous compositions of a UV-active agents, their production and use |
| CN101942772A (en) * | 2010-08-17 | 2011-01-12 | 辽宁恒星精细化工有限公司 | Low-formaldehyde soaping-resistant adhesive for textile pigment printing and preparation method thereof |
| CN101942772B (en) * | 2010-08-17 | 2012-02-08 | 辽宁恒星精细化工有限公司 | Low-formaldehyde soaping-resistant adhesive for textile pigment printing and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3000569A1 (en) | 1980-07-31 |
| GB2041011B (en) | 1982-11-24 |
| FR2446853A1 (en) | 1980-08-14 |
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| PCNP | Patent ceased through non-payment of renewal fee |