GB748836A - Improvements in or relating to formaldehyde polymers - Google Patents

Improvements in or relating to formaldehyde polymers

Info

Publication number
GB748836A
GB748836A GB23894/53A GB2389453A GB748836A GB 748836 A GB748836 A GB 748836A GB 23894/53 A GB23894/53 A GB 23894/53A GB 2389453 A GB2389453 A GB 2389453A GB 748836 A GB748836 A GB 748836A
Authority
GB
United Kingdom
Prior art keywords
creasing
formaldehyde
film
glycols
polymers
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
GB23894/53A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB748836A publication Critical patent/GB748836A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/06Catalysts
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/08Polymerisation of formaldehyde

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Artificial Filaments (AREA)

Abstract

Solid formaldehyde polymers having an inherent viscosity of at least 1.0 measured as a 0.5 per cent solution at 60 DEG C. in p-chlorophenol containing 2 per cent alphapinene and a "degree of toughness" at least 1 are made by continuously passing, e.g. dropwise, substantially anhydrous monomeric formaldehyde into an inert liquid reaction medium and allowing the formaldehyde to polymerize continuously as it introduced. The polymerization may be effected at temperatures from -50 DEG to +170 DEG C., in the presence of a dispersing agent and a polymerization catalyst. "Degree of toughness" is the number of creasing cycles which a film will withstand before breaking, the creasing cycle consisting of folding a film through 180 degrees and creasing, then folding in the reverse direction through 360 degrees and creasing again, the test film being one which has been maintained at 105 DEG C. for seven days. The formaldehyde may be obtained from the pyrolysis of alpha-polyoxymethylene. Liquid media exemplified are decahydronaphthalene, benzene, cyclohexane, pentane, carbon tetrachloride. Other media mentioned are propane, butane, hexane, heptane, octane, decane, cyclopentane, methylcyclohexane, 1,4-dimethylcyclohexanes, toluene, xylene, nitriles, acetals and ethers. The dispersing agent may be the reaction product of ethylene glycol with wool wax alcohols, the long chain fatty di-esters of polyethylene glycols and polypropylene glycols, e.g. the di-oleic acid ester of polyethylene glycol, glycols of molecular weight above 200, silicone oils, alkylarylpolyoxymethylene glycol ethers, the reaction product of rosin and olefin oxides, sodium oleate, lead stearate, or sodium caprylate. Catalysts mentioned are methyl, ethyl, butyl, octyl, dodecyl, octadecyl, dibutyl, ethyloctyl, tributyl, trihexyl, dimethyloctadecyl and didodecylmethylamine, aniline, toluidine, triphenylphosphine, tritolylphosphine, trixylylphosphine, trinaphthylarsine, tributylphosphine, triethylstibine, methyldioctylarsine, hydrazine and substituted hydrazines, morpholines and substituted morpholines, piperidines, N-alkylpiperidines, N,N-diethylaminoethanol and mixtures. The dispersions may include a stabilizer such as alpha-pinene and also an antioxidant. The polymers may be mixed with pigments, fillers, plasticizers and stabilizers and made into sheets, films, fibres, filaments and bristles.
GB23894/53A 1952-08-30 1953-08-28 Improvements in or relating to formaldehyde polymers Expired GB748836A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US748836XA 1952-08-30 1952-08-30

Publications (1)

Publication Number Publication Date
GB748836A true GB748836A (en) 1956-05-09

Family

ID=22122239

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23894/53A Expired GB748836A (en) 1952-08-30 1953-08-28 Improvements in or relating to formaldehyde polymers

Country Status (1)

Country Link
GB (1) GB748836A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1108434B (en) * 1957-02-23 1961-06-08 Degussa Process for the catalytic polymerisation of formaldehyde in inert solvents
DE1132722B (en) * 1959-06-12 1962-07-05 Degussa Process for the preparation of eupolyoxymethylenes
DE1157395B (en) * 1959-04-18 1963-11-14 Degussa Process for the preparation of eupolyoxymethylenes
US3173894A (en) * 1958-12-27 1965-03-16 Hoechst Ag Process for the manufacture of formaldehyde polymers
US3428604A (en) * 1960-06-14 1969-02-18 Saint Gobain Gas phase manufacture of polyformaldehyde

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1108434B (en) * 1957-02-23 1961-06-08 Degussa Process for the catalytic polymerisation of formaldehyde in inert solvents
US3173894A (en) * 1958-12-27 1965-03-16 Hoechst Ag Process for the manufacture of formaldehyde polymers
DE1157395B (en) * 1959-04-18 1963-11-14 Degussa Process for the preparation of eupolyoxymethylenes
DE1132722B (en) * 1959-06-12 1962-07-05 Degussa Process for the preparation of eupolyoxymethylenes
US3428604A (en) * 1960-06-14 1969-02-18 Saint Gobain Gas phase manufacture of polyformaldehyde

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