Synthesis of photo-crosslinkable elastomers by chemical modification of liquid natural rubber

Derouet D., . and Phinyocheep P., . and Boccaccio G., . and Brosse J.C., . Synthesis of photo-crosslinkable elastomers by chemical modification of liquid natural rubber. pp. 39-54. ISSN 0127-7065

Photo-crosslinkable elastomers were synthesized by addition of photo-sensitive alcohols to the alkylsuccinic ring of liquid natural rubber (LNR) and synthetic liquid 1 4-polyisoprene (LIR) was modified for the first time by reaction with maleic anhydride. Two reagents were used: 2-hydroxyethyl cinnamate (HEC) and 2-hydroxyethyl acrylate (HEA). The fixation proceeded by succinic ring opening by the action of the alcohol function of the photo-reactive molecule and led to a hemi-ester adduct. At moderate temperature (about 70 degrees C) the reaction on succinic anhydride functions of maleinisated LIR was fast and quantitative when it was catalysed by pyridine and led to polymers which were completely soluble in organic solvents. On the other hand under the same conditions yields of HEC addition on succinic rings of maleinisated LNR were less significant (- 60 percent) than on maleinisated LIR and in the case of the acrylate reagent the reaction was affected by the formation of gel structures. The relationship between the polymer structure and its photo-sensitivity is presented. The effects of photo-reactive group contents on the photo-crosslinking kinetics were investigated for each category of prepared polymers. Flexible films with good adherence on metal were prepared by using formulations including LIR or LNR carrying cinnamate groups.

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Abstract

Photo-crosslinkable elastomers were synthesized by addition of photo-sensitive alcohols to the alkylsuccinic ring of liquid natural rubber (LNR) and synthetic liquid 1 4-polyisoprene (LIR) was modified for the first time by reaction with maleic anhydride. Two reagents were used: 2-hydroxyethyl cinnamate (HEC) and 2-hydroxyethyl acrylate (HEA). The fixation proceeded by succinic ring opening by the action of the alcohol function of the photo-reactive molecule and led to a hemi-ester adduct. At moderate temperature (about 70 degrees C) the reaction on succinic anhydride functions of maleinisated LIR was fast and quantitative when it was catalysed by pyridine and led to polymers which were completely soluble in organic solvents. On the other hand under the same conditions yields of HEC addition on succinic rings of maleinisated LNR were less significant (- 60 percent) than on maleinisated LIR and in the case of the acrylate reagent the reaction was affected by the formation of gel structures. The relationship between the polymer structure and its photo-sensitivity is presented. The effects of photo-reactive group contents on the photo-crosslinking kinetics were investigated for each category of prepared polymers. Flexible films with good adherence on metal were prepared by using formulations including LIR or LNR carrying cinnamate groups.

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Item Type:	Article
Additional Information:	7 graphs; 1 table; 13 ref. Summary (En)
AGROVOC Term:	HEVEA BRASILIENSIS
AGROVOC Term:	CAUCHO
AGROVOC Term:	ELASTOMEROS
AGROVOC Term:	ALCOHOLES/ FOTOSENSIBILIDAD
AGROVOC Term:	POLIMEROS
Depositing User:	Ms. Norfaezah Khomsan
Last Modified:	24 Apr 2025 05:55
URI:	http://webagris.upm.edu.my/id/eprint/20068

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