GB1092086A - Elastomeric compositions including a phenolic resin tackifier - Google Patents

Elastomeric compositions including a phenolic resin tackifier

Info

Publication number
GB1092086A
GB1092086A GB4640364A GB4640364A GB1092086A GB 1092086 A GB1092086 A GB 1092086A GB 4640364 A GB4640364 A GB 4640364A GB 4640364 A GB4640364 A GB 4640364A GB 1092086 A GB1092086 A GB 1092086A
Authority
GB
United Kingdom
Prior art keywords
alkyl
specified
ethylene
cycloalkyl
alicyclic
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
GB4640364A
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.)
Hooker Chemical Corp
Original Assignee
Hooker Chemical Corp
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 Hooker Chemical Corp filed Critical Hooker Chemical Corp
Publication of GB1092086A publication Critical patent/GB1092086A/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
    • C08G8/00Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/28Chemically modified polycondensates
    • 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
    • C08G8/00Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/04Condensation polymers of aldehydes or ketones with phenols only of aldehydes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00Compositions of unspecified rubbers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L57/00Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A composition comprises (A) 1-30 parts of a resin of formula <FORM:1092086/C3/1> where R is alkylene, or haloalkylene, Y is H, aliphatic, unsaturated aliphatic, cycloalkyl, aromatic or furanyl, A is H, alkyl, substituted alkyl, alicyclic, substituted alicyclic, alkyl or alicyclic ketonic, alkyl or alicyclic carboxylic, m is 0 or 1 and n is 1-18 provided that when A is H, Y is a carbon containing group and when Y is H, alkyl of more than 4 carbon atoms or aromatic other than phenyl m is 1 and (B) an elastomeric composition comprising 100 parts of elastomer. (A) may be prepared by (1) alkylating a phenol; (2) polycondensing the product with an aldehyde; and (3) hydroxyalkylating it. Alkylation may be by treatment with an olefin, e.g. 2,4,4-tri-methylpent-2-ene. A radical specified include alkyl, e.g. tert-butyl, secondary butyl, tert-hexyl, iso-octyl, tert-octyl, decyl, dodecyl, tetradecyl, octadecyl, nonyl, methyl, pentadecyl and cetyl, cycloalkyl, e.g. cyclohexyl, cyclopentyl, methyl cyclohexyl and butyl cyclohexyl, alkyl and cycloalkyl ketone groups, alkyl and cycloalkyl carboxylate groups and aralkyl groups, e.g. (p-hydroxyphenyl) propyl and (p-hydroxyphenyl) methyl. Aldehydes specified for the polycondensation have up to 8 carbon atoms, e.g. formaldehyde, acetaldehyde, propionaldehyde, isobutyraldehyde, benzaldehyde, furfural, paraformaldehyde, trioxane, paraldehyde, 2-ethyl hexanol, ethyl butyraldehyde, heptaldehyde and glyoxal, isopentaldehyde and crotonaldehyde. 0.5-1 Mole of aldehyde may be used per mole of phenol. Condensation catalysts specified are H2SO4, (COOH)2 and HCl. The polycondensation may take place at up to 150 DEG C. and up to 100 p.s.i. Afterwards the catalyst may be neutralized, e.g. with lime. Hydroxyalkylation may be effected with an alkylene oxide or alkylene halohydrin, e.g. ethylene, propylene, butylene, styrene and cyclohexene oxides, glycidol, epichlorohydrin, ethylene propylene, 2,3-butylene and glyceryl chloro and bromohydrins and alkylene carbonates e.g. ethylene and propylene carbonates. Catalysts specified for hydroxy-alkylation are amines, e.g. Me3N, metal amides and salts of strong bases and weak acids. No more than 0.5% of the phenol hydroxyl groups may be unreacted. Elastomers specified are copolymers of ethylene and propylene optionally with 5-10% of an unconjugated diene, e.g. dicyclopentadiene or 1,4-hexadiene. The composition may be prepared at 125-275 DEG F. and may also contain pigments, fillers, e.g. carbon black, clay and ZnO, stabilizers, plasticizers, e.g. naphthenic process oil, waxes, accelerators and organic acid activators, e.g. stearic acid. The elastomer may be cured at 250-345 DEG F/23-1000 p.s.i. using a free radical catalyst, e.g. dicumyl peroxide or sulphur and a catalyst such as zinc dimethyl dithiocarbamate, tetramethyl thiuram mono- and disulphide and 2-mercapto-benzthiazole. The product may be made into shaped articles.
GB4640364A 1963-11-14 1964-11-13 Elastomeric compositions including a phenolic resin tackifier Expired GB1092086A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US32356563A 1963-11-14 1963-11-14
US32356463A 1963-11-14 1963-11-14

Publications (1)

Publication Number Publication Date
GB1092086A true GB1092086A (en) 1967-11-22

Family

ID=26984024

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4640364A Expired GB1092086A (en) 1963-11-14 1964-11-13 Elastomeric compositions including a phenolic resin tackifier

Country Status (3)

Country Link
DE (1) DE1569018A1 (en)
GB (1) GB1092086A (en)
NL (1) NL6413278A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2537718A1 (en) * 1975-01-28 1976-07-29 Schenectady Chemical FIXING AGENTS
FR2951451A1 (en) * 2009-10-20 2011-04-22 Rhodia Operations MODIFIED POLYAMIDE COMPOSITION COMPRISING AT LEAST ONE PHENOLIC COMPOUND
CN102633966A (en) * 2012-03-23 2012-08-15 本溪市瑞事达化工有限公司 Catalyst and method for synthesizing phenolic resin

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2537718A1 (en) * 1975-01-28 1976-07-29 Schenectady Chemical FIXING AGENTS
FR2951451A1 (en) * 2009-10-20 2011-04-22 Rhodia Operations MODIFIED POLYAMIDE COMPOSITION COMPRISING AT LEAST ONE PHENOLIC COMPOUND
WO2011048055A1 (en) * 2009-10-20 2011-04-28 Rhodia Operations Modified polyamide composition containing at least one phenolic compound
CN102741306A (en) * 2009-10-20 2012-10-17 罗地亚经营管理公司 Modified polyamide composition containing at least one phenolic compound
US8609785B2 (en) 2009-10-20 2013-12-17 Rhodia Operations Modified polyamide composition containing at least one phenolic compound
CN102741306B (en) * 2009-10-20 2015-04-15 罗地亚经营管理公司 Modified polyamide composition containing at least one phenolic compound
CN102633966A (en) * 2012-03-23 2012-08-15 本溪市瑞事达化工有限公司 Catalyst and method for synthesizing phenolic resin

Also Published As

Publication number Publication date
NL6413278A (en) 1965-05-17
DE1569018A1 (en) 1969-08-21

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