GB934469A - Stereoregular polymers of alpha-substituted acrylonitriles - Google Patents

Stereoregular polymers of alpha-substituted acrylonitriles

Info

Publication number
GB934469A
GB934469A GB819862A GB819862A GB934469A GB 934469 A GB934469 A GB 934469A GB 819862 A GB819862 A GB 819862A GB 819862 A GB819862 A GB 819862A GB 934469 A GB934469 A GB 934469A
Authority
GB
United Kingdom
Prior art keywords
alpha
polymers
group
catalyst
acrolein
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
GB819862A
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.)
Montedison SpA
Original Assignee
Montedison SpA
Montecatini Societa Generale per lIndustria Mineraria e Chimica SpA
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 Montedison SpA, Montecatini Societa Generale per lIndustria Mineraria e Chimica SpA filed Critical Montedison SpA
Publication of GB934469A publication Critical patent/GB934469A/en
Expired legal-status Critical Current

Links

Classifications

    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/16—Organic material
    • B01J39/18—Macromolecular compounds
    • B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/42—Nitriles
    • C08F20/50—Nitriles containing four or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/12—Hydrolysis

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Artificial Filaments (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Linear, head to tail, high molecular weight polymers of monomers of alpha-substituted acrylonitriles having the general formula <FORM:0934469/IV(a)/1> where is a linear aliphatic group containing at least two carbon atoms or a branched aliphatic or cycloaliphatic group are prepared using as catalyst a metal organic compound of the general formula MR1aR11bHac where M is a Group Ia, II or III metal of the Mendel<\>aeeff Periodic Table; R1 and R11 are the same or different alkyl, aryl or cycloalkyl groups; Ha is a halogen; a is 0, 1, 2 or 3, b is 1, 2 or 3 and c is 0, 1 or 2 and is zero when M is a Group Ia metal; a+b+c corresponds to the valency of M. The preferred catalysts are the magnesium, beryllium and lithium compounds, e.g. lithium n-butyl, magnesium phenyl bromide and beryllium diethyl. The monomer/catalyst molar ratios are usually between 10 : 1 and 200 : 1. The polymerization is preferably carried out in an inert solvent which does not react or form complexes with the catalyst, e.g. aliphatic or aromatic hydrocarbons such as toluene and benzene. Complex forming solvents cannot be used. The examples describe the preparation of polymers of a -ethylacrylonitrile, a -n-propylacrylonitrile and a -isopropylacrylonitrile. The polymers may be saponified and then acidified to yield polyacids which may be used in ion-exchangers. On heating the polymers to a few degrees below the melting temperature, cyclization through the nitrile groups which are transformed into a system of conjugated groups of the type =N-C-N-C=N-, occurs, giving the polymers the properties of oriented semiconductors.ALSO:Alpha-n-propyl acrolein is prepared by reacting together under reflux n-valeraldehyde, dimethylamine hydrochloride and a 40% formaldehyde solution. The oxime is formed by treatment of the acrolein with hydroxylamine hydrochloride. Alpha-n-propyl acrylonitrile is then formed by reacting the alpha-n-propyl acrolein oxime with acetic anhydride in the presence of hydroquinone.
GB819862A 1961-03-07 1962-03-02 Stereoregular polymers of alpha-substituted acrylonitriles Expired GB934469A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT423561 1961-03-07

Publications (1)

Publication Number Publication Date
GB934469A true GB934469A (en) 1963-08-21

Family

ID=11112469

Family Applications (1)

Application Number Title Priority Date Filing Date
GB819862A Expired GB934469A (en) 1961-03-07 1962-03-02 Stereoregular polymers of alpha-substituted acrylonitriles

Country Status (3)

Country Link
DE (1) DE1172430B (en)
GB (1) GB934469A (en)
NL (1) NL275563A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017066131A (en) * 2015-09-30 2017-04-06 富士フイルム株式会社 METHOD FOR PRODUCING Aromatic COMPOUND

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB843611A (en) * 1957-11-22 1960-08-04 Ici Ltd Polymerisation process

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017066131A (en) * 2015-09-30 2017-04-06 富士フイルム株式会社 METHOD FOR PRODUCING Aromatic COMPOUND
EP3357914A4 (en) * 2015-09-30 2018-08-08 FUJIFILM Corporation Aromatic compound production method
US10323005B2 (en) 2015-09-30 2019-06-18 Fujifilm Corporation Aromatic compound production method

Also Published As

Publication number Publication date
DE1172430B (en) 1964-06-18
NL275563A (en)

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