GB653798A - Improvements in mixed allyl ethers of starch - Google Patents

Improvements in mixed allyl ethers of starch

Info

Publication number
GB653798A
GB653798A GB22031/47A GB2203147A GB653798A GB 653798 A GB653798 A GB 653798A GB 22031/47 A GB22031/47 A GB 22031/47A GB 2203147 A GB2203147 A GB 2203147A GB 653798 A GB653798 A GB 653798A
Authority
GB
United Kingdom
Prior art keywords
allyl
starch
ether
butyl
aqueous caustic
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
GB22031/47A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB653798A publication Critical patent/GB653798A/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00Preparation of derivatives of starch
    • C08B31/08Ethers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

Solutions of mixed allyl starch ethers (for preparation see Group IV (b)), in organic solvents such as aliphatic hydrocarbons, e.g. gasoline, petroleum ether and kerosene leave a film which polymerizes after setting at room or elevated temperatures particularly in the presence of catalysts, e.g. cobalt naphthenate, and is then insoluble in organic solvents.ALSO:Mixed allyl starch ethers containing substantially no free hydroxyl groups and which are soluble in organic solvents such as aliphatic hydrocarbons, e.g. gasoline, pet. ether and kerosene, are made by partially etherifying starch by heating in the presence of aqueous caustic alkali with an alkyl, aralkyl or alkenyl halide other than allyl halide, and substantially etherifying the product by heating in the presence of aqueous caustic alkali with an allyl halide. Ether groups specified other than allyloxy are methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, lauroxy, vinyloxy, crotyloxy, isocrotyloxy, oxybenzyl and oxycinnamyl. The following starch ethers may be prepared: butyl-allyl containing 1.5 butyl and 1.5 allyl groups per glucose p unit, hexyl-allyl containing 1.0 hexyl and 2.0 allyl groups per glucose unit and lauryl-allyl containing 0.8 lauryl and 2.2 allyl groups per glucose unit. Heptyl allyl starch ether is made by heating starch in aqueous caustic soda for half-an-hour at 65 DEG C., reacting with heptyl iodide in the presence of additional caustic soda at 95 DEG C. for 1 hour, 105 DEG C. for 2 hours and 118 DEG C. for 3 hours when the mixture is cooled and neutralized with 50 per cent acetic acid, the precipitate containing 1.7 heptyl units collected and dried at 40 DEG C. is reacted with allyl bromide in M.E.K. and aqueous caustic soda and the resultant mixed ether isolated. Alternatively the partly alkylated starch need not be isolated before allylation a butyl allyl ether containing 1.4 allyl groups and 1.6 butyl groups per glucose unit being made in this manner.
GB22031/47A 1946-03-25 1947-08-08 Improvements in mixed allyl ethers of starch Expired GB653798A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US653798XA 1946-03-25 1946-03-25

Publications (1)

Publication Number Publication Date
GB653798A true GB653798A (en) 1951-05-23

Family

ID=22062317

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22031/47A Expired GB653798A (en) 1946-03-25 1947-08-08 Improvements in mixed allyl ethers of starch

Country Status (1)

Country Link
GB (1) GB653798A (en)

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