GB639220A - Aldehyde-phenol-phenol ether condensation products - Google Patents

Aldehyde-phenol-phenol ether condensation products

Info

Publication number
GB639220A
GB639220A GB20570/47A GB2057047A GB639220A GB 639220 A GB639220 A GB 639220A GB 20570/47 A GB20570/47 A GB 20570/47A GB 2057047 A GB2057047 A GB 2057047A GB 639220 A GB639220 A GB 639220A
Authority
GB
United Kingdom
Prior art keywords
phenol
product
acid
ethers
ethyl ether
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
GB20570/47A
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.)
Harvel Corp
Original Assignee
Harvel 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 Harvel Corp filed Critical Harvel Corp
Publication of GB639220A publication Critical patent/GB639220A/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
    • C08G16/00Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • C08G16/02Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
    • C08G16/0212Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds
    • C08G16/0218Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen
    • C08G16/0237Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen containing sulfur
    • 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

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)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Resinous condensation products are prepared by reacting an aldehyde, such as formaldehyde, paraformaldehyde or hexamethylenetetramine with the product obtained by condensing in presence of a cationic condensing agent a phenol free of unsaturated hydrocarbon substituents with an alkyl ether of a phenol having a nuclear unsaturated hydrocarbon substituent. Suitable saturated phenols are phenol, cresol, xylenol, naphthols or anthranols. Polyhydric phenols are also suitable. Suitable unsaturated phenolethers are alkyl ethers of cashew nut shell liquid or of distillates or residues therefrom, or of isolates therefrom such as anacardic acid or cardol or cardanol, or ethers of marking nut shell liquid or of anacardol or urushiol. Other suitable ethers are anethole, eugenol, isoeugenol, safrole and iso-safrole. Ethers of phenols containing crotyl, allyl, methallyl, vinyl, propenyl, iso-propenyl, cyclohexene or other olefinic substituents may also be employed. Suitable condensing agents are sulphuric acid, phosphoric acid, zinc chloride, aluminium chloride, boron trifluoride, benzene sulphonic acid or hydrochloric acid. In examples: (1) phenol is condensed with the ethyl ether of o-allyl phenol in presence of sulphuric and acetic acid. The product was reacted with hexamethylene tetramine; (2) a mixture of cresols was condensed in presence of sulphuric acid with the ethyl ether of cashew nut shell liquid and the product was heated with hexamethylene tetramine. The products are useful as moulding powders or as binders in brake linings. They may be cured, ground and used as fillers for brake linings. Samples have been furnished under Sect. 2 (5) of (1) a product obtained by reacting formaldehyde with the condensation product of phenol with the ethyl ether of cardanol, and (2) the product obtained by reacting paraformaldehyde with a condensation product from phenol and the ethyl ether of cardanol. The Specification as open to inspection under Sect. 91, states that the products are soluble in vegetable oils such as linseed or chinawood. A product is prepared according to the invention in presence of phenol. Dissolved in alcohol it is said to be good for laminating paper cloth or wood or for coating metal. Glyoxal, trioxymethylene and furfuraldehyde are also mentioned. This subject-matter does not appear in the Specification as accepted.
GB20570/47A 1942-10-10 1947-07-30 Aldehyde-phenol-phenol ether condensation products Expired GB639220A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US639220XA 1942-10-10 1942-10-10

Publications (1)

Publication Number Publication Date
GB639220A true GB639220A (en) 1950-06-21

Family

ID=22052375

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20570/47A Expired GB639220A (en) 1942-10-10 1947-07-30 Aldehyde-phenol-phenol ether condensation products

Country Status (1)

Country Link
GB (1) GB639220A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102363643A (en) * 2011-06-28 2012-02-29 衡阳恒缘电工材料有限公司 Preparation method of cardanol modified phenolic resin
CN107082859A (en) * 2017-05-12 2017-08-22 浙江杭摩合成材料股份有限公司 A kind of preparation method of the heat resistance modified phenolic resin of toughness reinforcing
CN111763294A (en) * 2020-07-21 2020-10-13 重庆三峡油漆股份有限公司 Self-drying cashew nut shell oil resin and preparation method thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102363643A (en) * 2011-06-28 2012-02-29 衡阳恒缘电工材料有限公司 Preparation method of cardanol modified phenolic resin
CN102363643B (en) * 2011-06-28 2012-11-28 衡阳恒缘电工材料有限公司 Preparation method of cardanol modified phenolic resin
CN107082859A (en) * 2017-05-12 2017-08-22 浙江杭摩合成材料股份有限公司 A kind of preparation method of the heat resistance modified phenolic resin of toughness reinforcing
CN111763294A (en) * 2020-07-21 2020-10-13 重庆三峡油漆股份有限公司 Self-drying cashew nut shell oil resin and preparation method thereof

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