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US 11,384,195 B2Granted
Difunctional biphenyl compounds, preparation, and uses
AssigneesArianegroup SAS, Centre National De La Recherche Scientifique
InventorsEtienne Savonnet, Brigitte Defoort, Henri Cramail, Stéphane Grelier, Etienne Grau
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Abstract
A difunctional biphenyl compounds corresponding to formula (I) wherein Alk, Alk′ and R are as defined in the description. These compounds are suitable as hardeners for thermosetting resins, especially epoxy resins.
Claims16
A difunctional biphenyl compound having the formula (I):
- wherein:
- Alk is a linear or branched alkyl group having from 1 to 6 carbon atoms,
- Alk′ is a linear or branched alkyl group having from 1 to 6 carbon atoms, and
- R is selected from —CH2—NH2, —N═C═O and —NH2;
- it being understood that the compound of formula (I) is not 3,4-dimethoxydianiline.
2 more elements
A process for preparing a compound of formula (I):
- wherein:
- Alk is a linear or branched alkyl group having from 1 to 6 carbon atoms,
- Alk′ is a linear or branched alkyl group having from 1 to 6 carbon atoms, and
- R is selected from —CH2—NH2, —N═C═O and —NH2;
- which process comprises:
- a) providing a product selected from the group consisting of vanillin, analogues of vanillin having an —O—(C2-C6)alkyl group in the 3-position, esters of vanillin and analogues of said esters having an —O—(C2-C6)alkyl group in the 3-position;
- b) dimerizing said product to obtain a dimer,
- c) treating said dimer obtained to convert its phenolic —OH functions to —OAlk′ alkoxy functions and either its aldehyde functions to aminomethyl functions (—CH2—NH2) or its ester functions to isocyanate (—N═C═O) or amino (—NH2) functions.
5 more elements
A method of obtaining a thermoset resin, which comprises reacting a thermosetting resin with a compound of formula (I):
- wherein:
- Alk is a linear or branched alkyl group having from 1 to 6 carbon atoms,
- Alk′ is a linear or branched alkyl group having from 1 to 6 carbon atoms, and
- R is selected from —CH2—NH2, —N═C═O and —NH2.
1 more element
Dependencies are inferred from the claim text.