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Biobased polymers: synthesis of graft copolymers and comb polymers using lactic acid macromonomer and properties of the product polymers.

Abstract：

:For developing broader application of biobased polymers, graft copolymers and comb polymers having poly(lactic acid) (PLA) side chains have been synthesized by using a macromonomer technique. PLA macromonomers (MMm) having a methacryloyl polymerizable group with different PLA chain length with an average length m = 4, 6, 8, 12, 18, and 30 were prepared via ring-opening polymerization of l-lactide using hydroxyethyl methacrylate (HEMA) initiator catalyzed by Sn(Oct)(2). Radical polymerization behaviors of these macromonomers were examined. Radical copolymerization of MMm (m = 4, 6, and 8), with vinyl monomers like n-butyl methacrylate (BMA) and n-butyl acrylate (BA) in water as the reaction medium, gave stable miniemulsions of poly[n-butyl (meth)acrylate-graft-lactic acid]s [PB(M)A-g-PLAm]. MMm with m value higher than 12, however, gave aggregate products in a minor amount besides miniemulsions in a major amount, producing not a stable emulsion system of graft copolymers. The solution copolymerization, on the other hand, produced a wider variety of the graft copolymers, where a wider range of MMm (even m ≥ 12) can be employed. In a 1,4-dioxane solution, the radical copolymerization of MMm with BMA and methyl methacrylate (MMA) gave various graft copolymers [PB(M)MA-g-PLAm]. A new type of comb polymers (PMMm) having PLAm as pendant side chains were obtained by radical homopolymerization of MMm in a 1,4-dioxane solution. The graft copolymers and comb polymers obtained here are amorphous. Physical properties of the polymers from miniemulsions suggested them to be applicable for coatings or elastic materials which are environmentally desirable as a new class of biobased polymers. In addition, the present approach provided fundamental information on relationships between the length of PLA side chain and the bulk properties of the product polymers.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Ishimoto K,Arimoto M,Okuda T,Yamaguchi S,Aso Y,Ohara H,Kobayashi S,Ishii M,Morita K,Yamashita H,Yabuuchi N

doi

10.1021/bm301212a

subject

Has Abstract

pub_date

2012-11-12 00:00:00

pages

3757-68

issue

eissn

1525-7797

issn

1526-4602

journal_volume

pub_type

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Biobased polymers: synthesis of graft copolymers and comb polymers using lactic acid macromonomer and properties of the product polymers.