GB1529567A - Reinforced plastics material based on phenol-aldehyde resins - Google Patents

Reinforced plastics material based on phenol-aldehyde resins

Info

Publication number
GB1529567A
GB1529567A GB47192/74A GB4719274A GB1529567A GB 1529567 A GB1529567 A GB 1529567A GB 47192/74 A GB47192/74 A GB 47192/74A GB 4719274 A GB4719274 A GB 4719274A GB 1529567 A GB1529567 A GB 1529567A
Authority
GB
United Kingdom
Prior art keywords
phenol
hcho
catalyst
novolac
resole
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
GB47192/74A
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.)
Unilever PLC
Original Assignee
Unilever PLC
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 Unilever PLC filed Critical Unilever PLC
Priority to GB47192/74A priority Critical patent/GB1529567A/en
Priority to FR7533096A priority patent/FR2289567A1/en
Priority to DE19752548476 priority patent/DE2548476A1/en
Priority to DK488875A priority patent/DK488875A/en
Priority to NL7512829A priority patent/NL7512829A/en
Priority to LU73698A priority patent/LU73698A1/xx
Priority to BE161514A priority patent/BE835166A/en
Publication of GB1529567A publication Critical patent/GB1529567A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/249Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs characterised by the additives used in the prepolymer mixture
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/241Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres
    • C08J5/244Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using glass fibres
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/248Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using pre-treated fibres
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2361/00Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Manufacturing & Machinery (AREA)
  • Inorganic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Reinforced Plastic Materials (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

1529567 Reinforced phenolic resins UNILEVER Ltd 30 Oct 1975 [31 Oct 1974] 47192/74 Heading C3R [Also in Division D1] Reinforced plastics comprise a fibrous base, e.g. paper, glass or textile fibres, and a cured phenol-aldehyde or phenol-ketone resin composition obtained by curing a liquid resole resin with a hydroxy arene sulphonic acid catalyst in the presence of an oxygen-containing polar organic solvent. The amount of fibrous base with respect to the dry weight of the resole and catalyst generally varies from 10- 60% wt. In an embodiment a phenol-aldehyde or phenol-ketone resin composition suitable for manufacturing reinforced plastics comprises a liquid resole resin, a hydroxy arene sulphonic acid catalyst and an organic polar solvent which is an alcohol in which any hydroxyl group is a methylol group. The oxygen-containing polar organic solvent may be inert, e.g. an alcohol, ester or nitroalkane or reactive with respect to the activated hydrogen atoms of the resole, e.g. alcohols containing a methylol group attached to a ring structure, e.g. furfuryl alcohol, benzyl alcohol and salicyl alcohol; aldehydes and ketones. The resoles are obtained by reacting an excess of an aldehyde or ketone, preferably formaldehyde, with a phenolic compound, preferably phenol in the presence of an alkaline catalyst. The catalyst may comprise one or more aromatic rings and may be a sulphonated dihydroxy diphenyl alkane, a nucleus sulphonated phenol-HCHO novolac or such novolac modified with a nitrogen containing organic compound such as urea, thiourea, dicyandiamide or melamine. The novolac catalysts may be prepared either by reacting phenol with H 2 SO 4 or chlorosulphonic acid and then with the optional nitrogencontaining organic compound and aqueous HCHO, or by sulphonating an optionally nitrogen-modified phenol-HCHO novolac or by partially sulphonating phenol before condensation with HCHO and the optional nitrogencontaining organic compound, followed by further sulphonation with H 2 SO 4 . The pot life of the resin composition can be increased by the incorporation of an organic nitrogen base such as an amine, amide or nitrile, e.g. alkylamines, melamine, aniline, acetamide, urea or acrylonitrile, either in the free form, or in the co-condensed form in the catalyst, or in the form of a sulphonic acid salt. The amount of catalyst generally ranges from 1-100 p.b.w. per 100 p.b.w. of resole. The impregnated fibrous base may be cured at ambient temperature and atmospheric pressure, or at elevated temperature and under pressure. In the examples any one of the following liquid catalysts:- (1) a sulphonated phenol/urea/ HCHO novolac alone and in admixture with either (i) glycerol, or (ii) glycerol and urea; (2) a sulphonated phenol/HCHO novolac in admixture with either (i) glycerol or (ii) glycerol and urea is mixed with a liquid phenol.HCHO resole resin alone or in admixture with either (i) benzyl alcohol, (ii) acetone or (iii) furfuraldehyde and used to impregnate glass fibre mats which are cured either under ambient conditions or at elevated temperature and under pressure. In other examples glass fibre rovings, the resole resin and the catalyst are pulverized simultaneously and then cured.
GB47192/74A 1974-10-31 1974-10-31 Reinforced plastics material based on phenol-aldehyde resins Expired GB1529567A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
GB47192/74A GB1529567A (en) 1974-10-31 1974-10-31 Reinforced plastics material based on phenol-aldehyde resins
FR7533096A FR2289567A1 (en) 1974-10-31 1975-10-29 REINFORCED PLASTIC MATERIAL CONSISTING OF A FIBROUS MATERIAL IMPREGNATED WITH A CROSS-LINKED PHENOL / ALDEHYDE RESIN
DE19752548476 DE2548476A1 (en) 1974-10-31 1975-10-29 REINFORCED PLASTIC MATERIAL
DK488875A DK488875A (en) 1974-10-31 1975-10-30 REINFORCED PLASTIC MATERIAL AND PHENOLALDEHYDE RESIN USE, AND PROCEDURE FOR ITM
NL7512829A NL7512829A (en) 1974-10-31 1975-10-31 METHOD FOR PREPARING PENOL RESINS.
LU73698A LU73698A1 (en) 1974-10-31 1975-10-31
BE161514A BE835166A (en) 1974-10-31 1975-10-31 REINFORCED PLASTIC MATERIAL

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB47192/74A GB1529567A (en) 1974-10-31 1974-10-31 Reinforced plastics material based on phenol-aldehyde resins

Publications (1)

Publication Number Publication Date
GB1529567A true GB1529567A (en) 1978-10-25

Family

ID=10444086

Family Applications (1)

Application Number Title Priority Date Filing Date
GB47192/74A Expired GB1529567A (en) 1974-10-31 1974-10-31 Reinforced plastics material based on phenol-aldehyde resins

Country Status (7)

Country Link
BE (1) BE835166A (en)
DE (1) DE2548476A1 (en)
DK (1) DK488875A (en)
FR (1) FR2289567A1 (en)
GB (1) GB1529567A (en)
LU (1) LU73698A1 (en)
NL (1) NL7512829A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2283764A (en) * 1993-11-09 1995-05-17 Tba Composites Limited Resin and carbon fibre moulding material
JP2011074218A (en) * 2009-09-30 2011-04-14 Dic Corp Method for producing phenol resin
WO2014073557A1 (en) * 2012-11-12 2014-05-15 Dic株式会社 Phenolic-hydroxyl-containing resin, epoxy resin, curable resin composition, substance obtained by curing same, and semiconductor sealant

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3346153C2 (en) * 1983-12-21 1994-04-07 Deutsche Texaco Ag, 2000 Hamburg Process for the production of modified phenolic resin wood binders and their application in the production of particle boards

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2283764A (en) * 1993-11-09 1995-05-17 Tba Composites Limited Resin and carbon fibre moulding material
JP2011074218A (en) * 2009-09-30 2011-04-14 Dic Corp Method for producing phenol resin
WO2014073557A1 (en) * 2012-11-12 2014-05-15 Dic株式会社 Phenolic-hydroxyl-containing resin, epoxy resin, curable resin composition, substance obtained by curing same, and semiconductor sealant
CN104822722A (en) * 2012-11-12 2015-08-05 Dic株式会社 Phenolic-hydroxyl-containing resin, epoxy resin, curable resin composition, substance obtained by curing same, and semiconductor sealant

Also Published As

Publication number Publication date
BE835166A (en) 1976-04-30
DK488875A (en) 1976-05-01
NL7512829A (en) 1976-05-04
FR2289567B1 (en) 1981-08-21
DE2548476A1 (en) 1976-05-06
FR2289567A1 (en) 1976-05-28
LU73698A1 (en) 1976-08-13

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19921030