GB765880A - Improvements in or relating to ungelatinized tertiary amino alkyl ethers of amylaceous materials - Google Patents

Improvements in or relating to ungelatinized tertiary amino alkyl ethers of amylaceous materials

Info

Publication number
GB765880A
GB765880A GB8299/54A GB829954A GB765880A GB 765880 A GB765880 A GB 765880A GB 8299/54 A GB8299/54 A GB 8299/54A GB 829954 A GB829954 A GB 829954A GB 765880 A GB765880 A GB 765880A
Authority
GB
United Kingdom
Prior art keywords
starch
aryl
basic
diethylamino
ethers
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
GB8299/54A
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.)
NAT STARCH PRODUCTS Inc
Original Assignee
NAT STARCH PRODUCTS Inc
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 NAT STARCH PRODUCTS Inc filed Critical NAT STARCH PRODUCTS Inc
Publication of GB765880A publication Critical patent/GB765880A/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
    • C08B31/00Preparation of derivatives of starch
    • C08B31/08Ethers
    • C08B31/12Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch
    • C08B31/125Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch having a substituent containing at least one nitrogen atom, e.g. cationic starch

Abstract

The invention comprises ungelatinized basic starch ethers of the formula X-O-R-NR1R2 where X is the starch residue, R is alkylene or hydroxyalkylene and R1 and R2 are alkyl or aryl (not both aryl) or together form a saturated ring with the nitrogen atom. These are made by reacting starch with an etherifying agent containing the basic residue under conditions such that gelatinization is avoided, e.g. when the amount of aqueous alkali would normally cause gelatinization a retardant such as sodium sulphate is added. Examples show the etherification of starch with b -diethylaminoethyl chloride, b -dimethylamino-isopropyl chloride, 3 - dibutylamino - 1 : 2 - epoxypropane, 2 - bromo - 5 - diethylamino - pentane, b - dioctylamino - ethyl chloride, N - (2 : 3 - epoxypropyl) - piperidine and N - (2 : 3 - epoxypropyl) - N - methylaniline. The product may be obtained as salt or free base. In a further example the b -diethylamino-ethyl ether is quaternated with methyl iodide. The starting material may be corn, wheat, potato, tapioca, waxy maize, sago or rice starch or dextrinized, hydrolysed, oxidized, esterified or etherified derivatives thereof; in particular there may be used corn starch which has been acid-converted or oxidized with hypochlorite. The basic ethers have improved stability on storage, particularly at low pH values. The etherification is preferably effected by adding the aminoalkyl halide (or other reagent) to a suspension of starch in water containing an alkali hydroxide or quaternary base. Alternatively the starch may be suspended in an inert medium such as isopropanol containing a quaternary base. The amount of etherifying agent may be 0.5-30 per cent by weight of the starch.ALSO:Basic starch ethers of the formula X-O-R-NR1R2, where X is the starch residue, R is alkylene or hydroxyalkylene and R1 and R2 are alkyl or aryl (not both aryl) or together form a saturated ring with the nitrogen atom, are used as thickeners for phenol solutions in the plisse printing of nylon fabrics to produce a puckered effect. An example shows the use of the b -diethylamino-ethyl ether, and other suitable compounds are mentioned.
GB8299/54A 1953-06-10 1954-03-22 Improvements in or relating to ungelatinized tertiary amino alkyl ethers of amylaceous materials Expired GB765880A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US765880XA 1953-06-10 1953-06-10

Publications (1)

Publication Number Publication Date
GB765880A true GB765880A (en) 1957-01-16

Family

ID=22132985

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8299/54A Expired GB765880A (en) 1953-06-10 1954-03-22 Improvements in or relating to ungelatinized tertiary amino alkyl ethers of amylaceous materials

Country Status (1)

Country Link
GB (1) GB765880A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4911787A (en) * 1972-05-16 1974-02-01
EP0155931A2 (en) * 1984-03-20 1985-09-25 Evidenzbüro österreichischer Zuckerfabriken Gesellschaft m.b.H. Derivatives of carbohydrates with SS-nitroethyl or SS-aminoethyl groups, and method for their preparation
DE102007061087A1 (en) 2007-12-19 2009-07-23 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Preparation and Use of Polysaccharide Graft Copolymers
EP3109259A1 (en) * 2015-06-25 2016-12-28 Corn Products Development, Inc. Physically modified sago starch
CN116376269A (en) * 2023-04-21 2023-07-04 江苏金发科技新材料有限公司 Antibacterial nylon material and preparation method and application thereof

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4911787A (en) * 1972-05-16 1974-02-01
EP0155931A2 (en) * 1984-03-20 1985-09-25 Evidenzbüro österreichischer Zuckerfabriken Gesellschaft m.b.H. Derivatives of carbohydrates with SS-nitroethyl or SS-aminoethyl groups, and method for their preparation
EP0155931A3 (en) * 1984-03-20 1986-03-26 Evidenzbüro österreichischer Zuckerfabriken Gesellschaft m.b.H. Derivatives of carbohydrates with ss-nitroethyl or ss-aminoethyl groups, and method for their preparation
DE102007061087A1 (en) 2007-12-19 2009-07-23 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Preparation and Use of Polysaccharide Graft Copolymers
EP3109259A1 (en) * 2015-06-25 2016-12-28 Corn Products Development, Inc. Physically modified sago starch
JP2017014494A (en) * 2015-06-25 2017-01-19 コーン プロダクツ ディベロップメント,インコーポレイティド Physical-modified sago starch
US9828440B2 (en) 2015-06-25 2017-11-28 Corn Products Development, Inc. Physically modified sago starch
AU2016203385B2 (en) * 2015-06-25 2020-01-30 Corn Products Development, Inc. Physically modified sago starch
US10759875B2 (en) 2015-06-25 2020-09-01 Com Products Development, Inc. Physically modified sago starch and uses of same
US11767372B2 (en) 2015-06-25 2023-09-26 Corn Products Development, Inc. Physically modified sago starch
CN116376269A (en) * 2023-04-21 2023-07-04 江苏金发科技新材料有限公司 Antibacterial nylon material and preparation method and application thereof

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