GB588751A - Improvements in and relating to the production of cellulose ethers - Google Patents

Improvements in and relating to the production of cellulose ethers

Info

Publication number
GB588751A
GB588751A GB588045A GB588045A GB588751A GB 588751 A GB588751 A GB 588751A GB 588045 A GB588045 A GB 588045A GB 588045 A GB588045 A GB 588045A GB 588751 A GB588751 A GB 588751A
Authority
GB
United Kingdom
Prior art keywords
water
ethers
cellulose
soluble
viscose
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
Application number
GB588045A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Akzo Nobel UK PLC
Original Assignee
Courtaulds PLC
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 Courtaulds PLC filed Critical Courtaulds PLC
Publication of GB588751A publication Critical patent/GB588751A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B16/00Regeneration of cellulose
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00Preparation of cellulose ethers
    • C08B11/02Alkyl or cycloalkyl ethers
    • C08B11/04Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/14Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
    • C08B11/155Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups with cyano groups, e.g. cyanoalkyl ethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B13/00Preparation of cellulose ether-esters
    • C08B13/02Cellulose ether xanthates
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D01F2/24Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives
    • D01F2/28Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives from organic cellulose esters or ethers, e.g. cellulose acetate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)

Abstract

Cyanoethyl ethers of cellulose are obtained by reacting on viscose at a temperature not greater than 40 DEG C. with at least 0.5 mol. of acrylonitrile per anhydroglucose unit present in the cellulose of the viscose. The reaction may be effected by shaking the reactants together or by adding the acrylonitrile dropwise to the stirred viscose. The solubility of the ethers so obtained is dependent upon the molar ratio between the cellulose in the viscose and the acrylonitrile, the proportion of caustic soda present in the viscose and the ripeness of the viscose. With a molar ratio of cellulose to acrylonitrile of 1 : .5 to 1.2, alkali-soluble, water-insoluble ethers are obtained; with a molar ratio of 1 : 1.5 to 4.0 alkali-soluble, water-soluble ethers are obtained; and with a molar ratio of 1 : at least 4 water-insoluble ethers are obtained with a decreasing alkali solubility and increasing tendency for organic solvent, e.g. m-cresol, solubility as the ratio increases. The proportion of caustic soda in the viscose should not exceed 10 per cent if water-soluble ethers are to be obtained using a molar cellulose-acrylonitrile ratio of 1 : 1.5-4.0, and should not exceed 15 per cent if ethers soluble in 10 per cent aqueous sodium hydroxide are to be obtained using a molar cellulose acrylonitrile ratio of 1 : 0.5-1.2. Water-soluble ethers are obtained from the reaction mixture by diluting with water, adding aqueous hydrochloric acid and then purifying the solution by dialysis in a regenerated cellulose casing to expel acid and sodium chloride. The dialysed liquor is concentrated by vacuum distillation and treated with alcohol or acetone to precipitate the ether. The ether is filtered off, washed with alcohol or acetone and air-dried. Alternatively, the cellulose ether may be precipitated directly from the neutralized reaction mixture by adding alcohol or acetone. The water-insoluble cellulose ether may be obtained by pouring the reaction mixture slowly into aqueous hydrochloric acid, and the precipitated ether is then washed with water, filtered, washed with alcohol or acetone and air-dried. The water-soluble ethers may be used as stabilizing and emulsifying agents, sizes and thickening agents for printing pastes. They are also useful as protective colloids which act as granulating agents in the granular polymerization of unsaturated compounds such as, e.g. methyl methacrylate, acrylonitrile and diallyl maleate. The water-insoluble ethers are useful as textile finishing agents. Both the water-soluble and water-insoluble ethers may be used for making filaments and films. Numerous examples are given. Specifications 562,581 and 562,584 are referred to.
GB588045A 1947-12-01 1945-03-09 Improvements in and relating to the production of cellulose ethers Expired GB588751A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3165947A GB633807A (en) 1947-12-01 1947-12-01 Improvements in and relating to the production of water-insoluble threads or like products of cyanoethyl ethers of cellulose

Publications (1)

Publication Number Publication Date
GB588751A true GB588751A (en) 1947-06-02

Family

ID=10326468

Family Applications (2)

Application Number Title Priority Date Filing Date
GB588045A Expired GB588751A (en) 1947-12-01 1945-03-09 Improvements in and relating to the production of cellulose ethers
GB3165947A Expired GB633807A (en) 1947-12-01 1947-12-01 Improvements in and relating to the production of water-insoluble threads or like products of cyanoethyl ethers of cellulose

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3165947A Expired GB633807A (en) 1947-12-01 1947-12-01 Improvements in and relating to the production of water-insoluble threads or like products of cyanoethyl ethers of cellulose

Country Status (1)

Country Link
GB (2) GB588751A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2724632A (en) * 1954-08-09 1955-11-22 Londat Aetz Fabric Co Cyanoethylated cellulose textiles modified with chromic and periodic acids and process of making same
US2857239A (en) * 1955-06-30 1958-10-21 American Cyanamid Co Method for the cyanoethylation of cotton textile fibers
US2904386A (en) * 1959-09-15 Foreign
US3061551A (en) * 1955-07-22 1962-10-30 Nat Starch Chem Corp Detergent composition containing soilredeposition inhibitor
WO2013124265A1 (en) * 2012-02-20 2013-08-29 Renewcell Lux S.À.R.L Regeneration of cellulose

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2904386A (en) * 1959-09-15 Foreign
US2724632A (en) * 1954-08-09 1955-11-22 Londat Aetz Fabric Co Cyanoethylated cellulose textiles modified with chromic and periodic acids and process of making same
US2857239A (en) * 1955-06-30 1958-10-21 American Cyanamid Co Method for the cyanoethylation of cotton textile fibers
US3061551A (en) * 1955-07-22 1962-10-30 Nat Starch Chem Corp Detergent composition containing soilredeposition inhibitor
WO2013124265A1 (en) * 2012-02-20 2013-08-29 Renewcell Lux S.À.R.L Regeneration of cellulose
US9751955B2 (en) 2012-02-20 2017-09-05 Re:Newcell Ab Regeneration of cellulose

Also Published As

Publication number Publication date
GB633807A (en) 1949-12-30

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