GB1566935A - Thickening agents - Google Patents

Thickening agents Download PDF

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Publication number
GB1566935A
GB1566935A GB2160977A GB2160977A GB1566935A GB 1566935 A GB1566935 A GB 1566935A GB 2160977 A GB2160977 A GB 2160977A GB 2160977 A GB2160977 A GB 2160977A GB 1566935 A GB1566935 A GB 1566935A
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United Kingdom
Prior art keywords
parts
textile
thickening agent
partial
alginic acid
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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GB2160977A
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Imperial Chemical Industries Ltd
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Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB2160977A priority Critical patent/GB1566935A/en
Priority to DE19782820851 priority patent/DE2820851A1/en
Priority to JP5812078A priority patent/JPS53147893A/en
Publication of GB1566935A publication Critical patent/GB1566935A/en
Expired legal-status Critical Current

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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
    • D06P1/52—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 synthetic macromolecular substances
    • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • C08B37/0084—Guluromannuronans, e.g. alginic acid, i.e. D-mannuronic acid and D-guluronic acid units linked with alternating alpha- and beta-1,4-glycosidic bonds; Derivatives thereof, e.g. alginates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/04—Alginic acid; Derivatives thereof
    • 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
    • D06P1/46—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 natural macromolecular substances or derivatives thereof

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

(54) THICKENING AGENTS (71) We, IMPERIAL CHEMICAL INDUSTRIES LIMITED, Imperial Chemical House, Milibank, London, SW1P 3JF, a British Company, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement: This invention relates to thickening agents including especially those which may be used to thicken textile printing pastes, which prior to or during fixation become acidic in character.
When colouring textile materials by conventional textile printing processes, it is usual to apply the colouring matter in the form of a print paste which is thickened to prevent the colouring matter spreading beyond the areas ao which it is applied. A wide range of natural and synthetic materials have been proposed for thickening textile print pastes but the hitherto known materials often show disadvantages, for example when used in asdic media.
The present invention provides thickening agents which will perform well especially under acidic conditions. Further, the thickening agents of the present invention often show the further advantage of not interacting with dyestuff systems which react with the textile substrate.
According to the present invention there are provided thickening agent compositions derived from alginic acid.
One form of the present invention provides thickening agent compositions comprising partial or complete, sec - hydroxyalkyl esters of alginic add in admixture with an anti foaming agent.
Preferred sec - hydroxyalkyl esters of alginic acid are 2 - hydroxypropyl esters. Such an ester is available under the trade name Manucol Ester E/REP from Alginate Indutries Limited.
Preferred anti-foaming agents are pine oil or alkyl, especially C1-,, ricinoleates, e.g. butyl ridnoleate.
A second form of the present invention provides thickening agent compositions comprising partial or complete unsubstituted nonaromatic amine salts of alginic acid.
As examples of unsubstituted non-aromatic amines which can be used to form salts of alginic acid there may be mentiorled: primary aliphatic, preferably C1 , alkylamines, e.g. methylamine, ethylamine, iso- propylamine and n - butylamine; secondary aliphatic, preferably di(Clqalkyl)- amines, e.g. dimethylamine, diethylamine, di n - butylamine, methylethylamine and methylbutylamine; tertiary aliphatic, preferably tri - (Clqalkyl)- amines, e.g. trimethylamine, triethylamine, methyl - diethylamine and tri - n - butyl amine; alicyclic amines, e.g. cyclohexylamines and cyclic mines, especially six-member monocyclic mines, e.g. piperidine, morpholine and piperazine.
The amine salts may be prepared by mixing alginic acid suspended in an aqueous medium with the appropriate amine or amines.
A third form of the present invention provides thickening compositions comprising the partial or complete salts or sec - hydroxyalkyl esters of alginic acid in admixture with partial or complete salts of a carbon-carbon polymer bearing carboxylic acid groups derived from homo or copolymers of acrylic acid or from maleic anhydride/ethylene copolymers.
As an example of an acrylic acid polymer there may be mentioned Carbopol 846 from B.
F. Goodrich & Co. (Carbopol is a registered trade mark). The copolymers of maleic anhydride/ethylene are subjected to mild hydrolysis to convert the anhydride groups to carboxylic acid groups. It is often convenient to form salts concurrently with this hydrolysis.
The salts in the third form of the present invention may be partial or complete salts.
One or more cations may be involved in the salt formation. They may be metal salts, e.g.
sodium, ammonium salts or amine salts, e.g.
from amines such as those described in connection with the second form of the invention or from substituted amines, e.g. hydroxyalylamines such as triethanolamine. A triethanolamine alginate is available commercially as Collatex T/RE from Alginate Industries Limited. When sec - hydroxyalkyl esters of alginic acid are used in the third form of the present invention they may be partial or complete esters, e.g. those described in connection with the first form of the invention.
The thickening composition of the third form of the present invention may be prepared by mixing the appropriate salts of alginic acid and of carbon-carbon polymer bearing carboxylic groups.
The thickening agent compositions of the present invention are particularly valuable for thickening acidic systems especially textile printing pastes which are acidic or become so during the process of printing the textile substrate and fixing the colouring matter.
Such acidic systems may be encountered, for example in print pastes containing disperse dyes or when the colouring matter is being applied in conjunction with a curable aminoformaldehyde condensate, e.g. a melamineformaldehyde resin. However the thickening agent compositions of the present invention are especially valuable for use with print pastes containing dyes bearing phosphorus, e.g. phosphonic acid groups which are fixed to textile substrates containing active hydrogen atoms by heating with carbodimides as described in U.K. Specification No. 1,411,306.
Textile print pastes containing thickening compositions as described above are a further feature of the invention. Typically such print pastes will be formulated in an aqueous medium and contain in addition to the thickening agent one or more of the following: colouring matter, e.g. dyestuffs or pig menus surface active agents, e.g. ethylene oxides phenol condensates, agents to promote fixation of the dyestuff to the textile substrate, e.g. in the case where dyes containing PO,H2 groups are present, carbodiimides such as cyanamide or dicyandiamide, acid or alkali to adjust the pH, and agents to impart handle or finish to the fabric.
The thickening agents of the present invention show good thickening properties often over a wide range of pH conditions even under acidic conditions and give textile print pastes associated with good thermal stability, lack of sensitivity to electrolytes and which print on to textile substrates with good definition and a smooth appearance.
A further feature of the present invention is a process for printing textile substrates with a print paste containing a thickening composition of a type defined above.
This process may utilise any conventional textile printing technique, e.g. with engraved rollers, through patterned screens or by a transfer printing method such as wet transfer printing.
The process may be applied to a wide range of textile substrates, e.g. woven or knitted fabrics from fibres appropriate to the colouring matter in the print paste. The printed textile substrate is subjected to such treatments necessary to fix the colouring matter present.
For example, when the print paste contains dyes containing PO,H, groups and suitable adjuncts, e.g. carbodiimides, the textile substrate, typically cellulose or cellulose/polyester unions, after printing is subjected to heating, e.g. at 18e2300C to fix the dyestuff.
The invention is illustrated by the following Examples in which all parts are by weight.
Example 1 3.5 Parts of Manucol Ester E/REP (a propylene glycol alginate supplied by Alginate Industries Ltd) is added witch high speed stirring to a dispersion of 1.5 parts of pine oil in a hot (600 C) solution of dicyandiamide (1.5 parts) in 58.5 parts of water. The stirring is continued for 15 minutes and the product left to cool to ambient temperature over 5 hours to allow complete swelling of the polymer.
A print paste is prepared by adding to the above thickener composition 8 parts of a 9% aqueous solution of a phosphoric acid dye of the formula:
in the form of sodium and ammonium salts, followed by 4 parts of Dispersol Yellow 7G PC (a commercially available dispersion of disperse dyestuff in water containing approximately 20% of solid dye (Dispersol is a registered trade mark). The resulting paste is diluted to 100 parts with cold water. The paste is applied by a roller printing machine to a 67/33 polyester/cellulose blend fabric.
The print is dried in warm air at 700C for 5 minutes and the dyestuffs fixed by treatment with superheated steam (100% humidity) at 1800C for 10 minutes or, alternatively, by baking at 2100C for 1 minute. The resultant print is rinsed in cold running water until all loose dye is removed. It is then treated with a solution of 2 g/l caustic soda flake at 850C for two minutes, followed by a further two minute treatment at 850C with a solution of 4 g/l caustic soda flake. The print is then rinsed in boiling water for 1 minute, followed by a 1 minute treatment at 50 C with a solution of 2 g/l glacial acetic acid. A final cold water rinse is given to remove any residual acid. The print is dried at 1100C to give a yellow design on a white ground.
Example 2 By using 1.5 parts of Matevil PN-HT (a butyl ricinolate composition) in place of the pine oil in the procedure of Example 1 similar results are obtained.
Example 3 Triethylamine alginate is prepared by thoroughly mixing 10 parts of Alginic Acid H/XD (supplied by Alginate Industries Ltd.) with 5.5 parts of triethylamine and adding slowly to the product 2.5 parts of water. After trituration of the product for 15 minutes, 45 parts of water is added portionwise with high speed stirring. Once the polymer is completely swelled 1.5 parts of dicyandiamide is dissolved with high speed stirring. The same quantities of dyestuffs are added as in Example 1. Water is added to dilute the print paste to 100 parts.
After straining, the paste is applied and the print fixed and washed as in Example 1 to give a similar product.
Example 4 Diethylamine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 3.6 parts of diethylamine. The remaining pro cedure described in Example 3 is followed to give a similar product.
Example 5 Ethylamine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 2.5 parts of ethylamine. The remaining procedure described in Example 3 is followed to give a similar product.
Example 6 Morpholine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 4.5 parts of morpholine. The remaining procedure described in Example 3 is followed to give a similar product.
Example 7 4 Parts of Collatex T/RE (a triethanolamine alginate supplied by Alginate Industries Ltd) is used in place of the Manucol Ester E/REP in Example 1. The remaining procedure des cribed in Example I is followed to give a similar product.
Example 8 1.05 Parts of Manucol Ester E/REP, 0.875 parts of Carbapol 846 and 1 part of pine oil are slurried with 2.5 parts of kerosene. The slurry is added to 50 parts of a 2% solution of dicyandiamide in water. 0.375 Parts of ammonia (S.G. 0.88) is added to the product. The same dyestuff in the same amounts as given in Example 1 are stirred into the paste and cold water added to make a total of 1-00 parts. The resultant print paste is applied and processed as in Example 1 to give a similar product. Example 9 The Manucol Ester E (REP in Example 8 is replaced by 1 part of Collatex T/RE).
Following the remaining print paste preparation and application as in Example 8 gives a similar product.
Example 10 The Carbopol 846 in Example 8 is replaced by 0.875 parts of EMA 91 (an ethylene-maleic anhydride copolymer supplied by Monsanto). The amount of ammonia added is increased to 0.75 g (SG 0.880) but otherwise the remaining print paste preparation and application is followed as in Example 9 to give a similar product.
Example 11 The procedure of Example 8 is repeated using 1.0 part of Collatex T/RE in place of the Manucol Ester E/REP and 0.875 parts of EMA 91 in place of the Carbopol 846 yielding an essentially similar thickening agent composition and printed textile as described in Example 8.
WHAT WE CLAIM IS: 1. A thickening composition derived from alginic acid comprising either (a) a partial or complete sec - hydroxyalkyl ester of alginic acid in admixture with an antifoaming agent, or (b) a partial or complete unsubstituted non-aromatic amine salt of alginic acid, or (c) a partial or complete salt or sec hydroxyalkyl ester of alginic acid in admixture with a partial or complete salt of a carboncarbon polymer bearing carboxylic acid groups derived from homo or copolymers of acrylic acir or from maleic anhydride/ethylene co- polymers.
2. A thickening agent composition comprising a partial or complete sec - hydroxyalkyl ester of alginic acid in admixture with an antifoaming agent.
3. A thickening agent composition comprising a partial or complete unsubstituted non-aromatic amine salt of alginic acid.
4. A thickening agent composition comprising a partial or complete salt or sec - hydroxyalkyl ester of alginic acid in admixture with a partial or complete salt of a carbon-carbon polymer bearing carboxylic acid groups derived
**WARNING** end of DESC field may overlap start of CLMS **.

Claims (19)

  1. **WARNING** start of CLMS field may overlap end of DESC **.
    4 g/l caustic soda flake. The print is then rinsed in boiling water for 1 minute, followed by a 1 minute treatment at 50 C with a solution of 2 g/l glacial acetic acid. A final cold water rinse is given to remove any residual acid. The print is dried at 1100C to give a yellow design on a white ground.
    Example 2 By using 1.5 parts of Matevil PN-HT (a butyl ricinolate composition) in place of the pine oil in the procedure of Example 1 similar results are obtained.
    Example 3 Triethylamine alginate is prepared by thoroughly mixing 10 parts of Alginic Acid H/XD (supplied by Alginate Industries Ltd.) with 5.5 parts of triethylamine and adding slowly to the product 2.5 parts of water. After trituration of the product for 15 minutes, 45 parts of water is added portionwise with high speed stirring. Once the polymer is completely swelled 1.5 parts of dicyandiamide is dissolved with high speed stirring. The same quantities of dyestuffs are added as in Example 1. Water is added to dilute the print paste to 100 parts.
    After straining, the paste is applied and the print fixed and washed as in Example 1 to give a similar product.
    Example 4 Diethylamine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 3.6 parts of diethylamine. The remaining pro cedure described in Example 3 is followed to give a similar product.
    Example 5 Ethylamine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 2.5 parts of ethylamine. The remaining procedure described in Example 3 is followed to give a similar product.
    Example 6 Morpholine alginate is prepared in an analogous manner to that described in Example 3, replacing the triethylamine with 4.5 parts of morpholine. The remaining procedure described in Example 3 is followed to give a similar product.
    Example 7
    4 Parts of Collatex T/RE (a triethanolamine alginate supplied by Alginate Industries Ltd) is used in place of the Manucol Ester E/REP in Example 1. The remaining procedure des cribed in Example I is followed to give a similar product.
    Example 8 1.05 Parts of Manucol Ester E/REP, 0.875 parts of Carbapol 846 and 1 part of pine oil are slurried with 2.5 parts of kerosene. The slurry is added to 50 parts of a 2% solution of dicyandiamide in water. 0.375 Parts of ammonia (S.G. 0.88) is added to the product. The same dyestuff in the same amounts as given in Example 1 are stirred into the paste and cold water added to make a total of 1-00 parts. The resultant print paste is applied and processed as in Example 1 to give a similar product. Example 9 The Manucol Ester E (REP in Example 8 is replaced by 1 part of Collatex T/RE).
    Following the remaining print paste preparation and application as in Example 8 gives a similar product.
    Example 10 The Carbopol 846 in Example 8 is replaced by 0.875 parts of EMA 91 (an ethylene-maleic anhydride copolymer supplied by Monsanto). The amount of ammonia added is increased to 0.75 g (SG 0.880) but otherwise the remaining print paste preparation and application is followed as in Example 9 to give a similar product.
    Example 11 The procedure of Example 8 is repeated using 1.0 part of Collatex T/RE in place of the Manucol Ester E/REP and 0.875 parts of EMA 91 in place of the Carbopol 846 yielding an essentially similar thickening agent composition and printed textile as described in Example 8.
    WHAT WE CLAIM IS: 1. A thickening composition derived from alginic acid comprising either (a) a partial or complete sec - hydroxyalkyl ester of alginic acid in admixture with an antifoaming agent, or (b) a partial or complete unsubstituted non-aromatic amine salt of alginic acid, or (c) a partial or complete salt or sec hydroxyalkyl ester of alginic acid in admixture with a partial or complete salt of a carboncarbon polymer bearing carboxylic acid groups derived from homo or copolymers of acrylic acir or from maleic anhydride/ethylene co- polymers.
  2. 2. A thickening agent composition comprising a partial or complete sec - hydroxyalkyl ester of alginic acid in admixture with an antifoaming agent.
  3. 3. A thickening agent composition comprising a partial or complete unsubstituted non-aromatic amine salt of alginic acid.
  4. 4. A thickening agent composition comprising a partial or complete salt or sec - hydroxyalkyl ester of alginic acid in admixture with a partial or complete salt of a carbon-carbon polymer bearing carboxylic acid groups derived
    from homo or copolymers of acrylic acid or from maleic anhydride/ethylene copolymers.
  5. 5. A thickening agent composition as claimed in claim 2 wherein the ester of alginic acid is sec - hydroxypropyl ester.
  6. 6. A thickening agent composition as claimed in claims 2 or 5 wherein the antifoam agent is an alkyl ricinoleate or pine oil.
  7. 7. A thickening agent composition as claimed in claim 3 wherein the amine is a mono-, di- or tri C1 r alkylamine.
  8. 8. A thickening agent composition as claimed in claim 4 wherein the salt of alginic acid is a partial or complete ammonium salt.
  9. 9. A thickening agent composition as claimed in claims 4 or 8 wherein the salt of a carbon-carbon polymer bearing a carboxylic acid groups in the partial or complete ammonium salt of a polymer of acrylic acid.
  10. 10. A thickening agent composition as claimed in claim I and described in any one of the Examples.
  11. 11. A process for the manufacture of thickening agent compositions as claimed in claim 3 which comprises mixing alginic acid suspended in an aqueous medium with the appropriate amine or amines.
  12. 12. Textile print pastes whenever thickened by a thickening agent composition as claimed in any one of claims 1 to 10.
  13. 13. Textile print pastes as claimed in claim 12 which are or become acidic during the process of printing the textile substrate and fixing the colouring matter.
  14. 14. Textile print pastes as claimed in claim 12 which contain a dyestuff bearing one or more phosphonic acid groups- and adjuncts for fixing such dyestuffs to cellulose.
  15. 15. Textile print pastes as claimed in claim 12 and described in any one of the Examples.
  16. 16. A process for the colouration of textile materials which comprises applying a textile print paste as claimed in any one of claims 12-15.
  17. 17. A process for the colouration of textile materials composed wholly or partly of cellulose which comprises applying a textile print paste as claimed in claim 14 and heating the textile material so treated to fix the dyestuff to the cellulose.
  18. 18. A process as claimed in claim 17 wherein the textile material is a cellulose/polyester union.
  19. 19. Textile materials whenever coloured by a process as claimed in any one of claims 16-18
GB2160977A 1977-05-23 1977-05-23 Thickening agents Expired GB1566935A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB2160977A GB1566935A (en) 1977-05-23 1977-05-23 Thickening agents
DE19782820851 DE2820851A1 (en) 1977-05-23 1978-05-12 THICKENING AGENT, PROCESS FOR ITS MANUFACTURING AND ITS USE IN TEXTILE PRINTING PASTE
JP5812078A JPS53147893A (en) 1977-05-23 1978-05-16 Size composition * production thereof and fiber material printing paste containing same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2160977A GB1566935A (en) 1977-05-23 1977-05-23 Thickening agents

Publications (1)

Publication Number Publication Date
GB1566935A true GB1566935A (en) 1980-05-08

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Application Number Title Priority Date Filing Date
GB2160977A Expired GB1566935A (en) 1977-05-23 1977-05-23 Thickening agents

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JP (1) JPS53147893A (en)
DE (1) DE2820851A1 (en)
GB (1) GB1566935A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113861308A (en) * 2021-10-20 2021-12-31 北京服装学院 Modified alginic acid derivative and application thereof as pretreatment agent for digital printing of cotton fabrics

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU7515981A (en) * 1980-09-22 1982-04-01 Meyhall Chemical Ag Polymeric thickener
DE3151451A1 (en) * 1981-12-24 1983-07-07 Hoechst Ag, 6230 Frankfurt "TOOLS AND METHOD FOR BLOCK DYEING AND PRINTING OF SYNTHETIC FIBER MATERIALS"
US5230901A (en) * 1988-03-23 1993-07-27 Knoll Ag Sustained release tablet of a mixture of alginates and polyacrylates
DE3809764A1 (en) * 1988-03-23 1989-10-05 Knoll Ag MIXTURE OF ALGINATES AND POLYACRYLATES AND THEIR USE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113861308A (en) * 2021-10-20 2021-12-31 北京服装学院 Modified alginic acid derivative and application thereof as pretreatment agent for digital printing of cotton fabrics

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Publication number Publication date
JPS53147893A (en) 1978-12-22
DE2820851A1 (en) 1978-12-07

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