Patent FR-2989376-A1 (FR)
Title: New difunctional compounds, useful for preparing polymer that is useful in a resin composition and for plastics, electrical or electronic equipment
Inventor: LECAMP LAURENCE
IPC: C07C53/128
Filed: 2012-04-17
Abstract: Difunctional compounds (I) are new. Difunctional compounds of formula (R1-CH(Y1)-R2-(CH 2) y-X) (I) are new. R1 : optionally saturated alkyl comprising n number of carbon atoms; R2 : optionally saturated 3-14C alkanediyl comprising p number of carbon atoms; Y1 : N 3 or CN; X : N 3, CN or COOR3; R3 : H or 1-12C alkyl; y : 0 or 1; p : 3-14; and n : 2-15, where n and p are 10-22. Provided that, (I) excludes, where y is 0, X is COOH, Y1 is NH 3, R1 is CH 3-(CH 2) 5 or CH 3-(CH 2) 8, and R2 is -(CH 2) 1 1, -CH 2-CH=CH-(CH 2) 7- or -(CH 2) 8-. Independent claims are included for: (1) preparing (I); (2) preparing diamines amino acids and amino esters (Q) including R1-CH(NH 2)-R2-(CH 2) y-COOR3, R1-CH(NH 2)-R2-(CH 2) y-NH 2, R1-CH(NH 2)-R2-(CH 2) y-CH 2-NH 2, R1-CH(CH 2)(NH 2)-R2-(CH 2) y-COOR3, R1-CH(CH 2)(NH 2)-R2-(CH 2) y-NH 2 and R1-CH(CH 2)(NH 2)-R2-(CH 2) y-CH 2-NH 2 by reducing (I) including R1-CH(N 3)-R2-(CH 2) y-COOR3, R1-CH(N 3)-R2-(CH 2) y-N 3, R1-CH(N 3)-R2-(CH 2) y-CN, R1-CH(CN)-R2-(CH 2) y-COOR3, R1-CH(CN)-R2-(CH 2) y-N 3 and R1-CH(CN)-R2-(CH 2) y-CN respectively; (3) preparing diacid of formula (R1-CH(COOH)-R2-(CH 2) y-COOH) (II) by hydrolysis of (I) with cyanide; (4) diamine compound of formula (R3-CH((CH 2) x(NH 2))-R4-(CH 2) y-NH 2) (III); (5) mixtures of diamine of formulae (R1a-CH 2-CH((CH 2) x(NH 2))-R2a-(CH 2) y-NH 2) (IIIa) and (R1a-CH((CH 2) x(NH 2))-CH 2-R2a-(CH 2) y-NH 2) (IIIb); (6) amino acid compounds of formula (R3-CH((CH 2) x)(NH 2)-R4-(CH 2) y-COOH) (IV) and (R3-CH(COOH)-R4-(CH 2) y-NH 2) (V); (7) mixture of amino acid of formulae (R1a-CH 2-CH((CH 2) x(NH 2))-R2a-(CH 2) y-COOH) (IVa) or R1a-CH((CH 2) x(NH 2))-CH 2-R2a-(CH 2) y-COOH (IVb) and (R1a-CH 2-CH(COOH)-R2a-(CH 2) y-NH 2) (Va) and R1a-CH(COOH)-CH 2-R2a-(CH 2) y-NH 2 (Vb); (8) diacid fatty acid compound of formula (R3-CH(COOH)-R4-(CH 2) y-COOH) (VI); (9) mixture of diacid of formulae (R1a-CH 2-CH(COOH)-R2a-(CH 2) y-COOH) (VIa) and (R1a-CH(COOH)-CH 2-R2a-(CH 2) y-COOH) (VIb); (10) resin composition comprising at least a polymer and at least one crosslinking agent; and (11) a kit for preparing resin composition from a polymer or copolymer based composition. R3, R1a : optionally saturated alkyl comprising n number of carbon atoms; R4, R2a : optionally saturated alkyl comprising p number of carbon atoms; n : 2-15; p : 3-14, where p and n are 10-22; x : 0 or 1; and y : 1 or 2. Provided that: (III) excludes, where x is 0, y is 1, R3 is CH 3-(CH 2), CH 3-(CH 2)2, CH 3-(CH 2) 3, CH3-(CH 2) 4, CH 3-(CH 2) 5, CH 3-(CH 2) 6, CH 3-(CH 2) 7 or CH 3-(CH 2) 8 and R4 is -(CH 2) 8-, -(CH 2) 7- or -(CH 2) 1 0-; (IIIa) and (IIIb) exclude, where x is 0, y is 1, R1a is CH 3-(CH 2), CH 3-(CH 2) 3, CH 3-(CH 2) 5 or CH 3-(CH 2) 7 and R2a is -(CH 2) 7-; (IV) excludes, where x is 0, y is 0, R3 is CH 3-(CH 2) 5, CH 3-(CH 2) 6, CH 3-(CH 2) 7, CH 3-(CH 2) 8, CH 3-(CH 2) 1 1 or CH 3-(CH 2) 4 and R4 is -(CH 2) 8-, -(CH 2) 7-, -(CH 2) 1 0-, -(CH 2) 9-, -(CH 2) 4-, -(CH 2) 1 1- or -(CH 2) 1 2-; (IVa) and (IVb) exclude, where x is 0, y is 0, R1a is CH3-(CH2) 5 or CH3-(CH2) 7 and R2a is -(CH2) 7-, -(CH2)9- or -(CH2) 1 1-; (V) exclude, where y is 1, R3 is CH 3-(CH 2) 7 or CH 3- (CH 2) 8 and R4 is -(CH 2) 8- or -(CH 2) 7-; (VI) excludes, where y is 0, R3 is CH 3-CH 2, CH 3-(CH 2) 2, CH 3-(CH 2) 5, CH 3-(CH 2) 7, CH 3-(CH 2) 8, CH 3-(CH 2) 1 0, CH 3-(CH 2) 9 or CH 3-(CH 2) 1 4 and R4 is -(CH 2) 8-, -(CH 2) 7-, -(CH 2) 1 0, -(CH 2) 5- or -(CH2) 3-; and (VIa) and (VIb) exclude, where R1a is CH 3-CH 2 or CH 3-(CH 2) 5 and R2a is -(CH 2) 7-.