Polylactide-grafted cellulose nanofiber and production method thereof

Patent metadata

Field	Value
Publication number	US-11046787-B2
Application number	US-201816612552-A
Country	US
Kind code	B2
Filing date	May 9, 2018
Priority date	May 12, 2017
Publication date	Jun 29, 2021
Grant date	Jun 29, 2021

Abstract

Provided are a polylactide-grafted cellulose nanofiber that is suitable as a molding material, and a production method thereof. A polylactide-grafted cellulose nanofiber includes grafted cellulose having a graft chain bonding to cellulose constituting a cellulose nanofiber, wherein the graft chain is a polylactide, and a ratio of an absorbance derived from C═O of the polylactide to an absorbance derived from O—H of the cellulose on an infrared absorption spectrum is no less than 0.01 and no greater than 1,000. In addition, a production method of a polylactide-grafted cellulose nanofiber includes carrying out graft polymerization of a lactide to cellulose constituting a cellulose nanofiber in the presence of an organic polymerization catalyst which includes an amine and a salt obtained by reacting the amine with an acid. As the organic polymerization catalyst, 4-dimethylaminopyridine and 4-dimethylaminopyridinium triflate are preferred.

First claim

The invention claimed is:

1. A polylactide-grafted cellulose nanofiber comprising grafted cellulose which comprises a graft chain bonding to cellulose constituting a cellulose nanofiber, wherein
the graft chain is a polylactide,
a ratio of an absorbance derived from C═O of the polylactide to an absorbance derived from O—H of the cellulose on an infrared absorption spectrum is no less than 0.01 and no greater than 1,000,
the cellulose nanofiber has a width of no less than 1 nm and no greater than 1,000 nm,
the cellulose nanofiber has a degree of crystallization of no less than 20% and no greater than 90%, and
the polylactide is selected from the group consisting of a polymer of L-lactide, a polymer of D-lactide, and a random or block copolymer of L-lactide and D-lactide.

2. A production method of a polylactide-grafted cellulose nanofiber of claim 1 comprising carrying out graft polymerization of a lactide to cellulose constituting a cellulose nanofiber in the presence of an organic polymerization catalyst which comprises an amine and a salt obtained by reacting the amine with an acid.

3. The production method of a polylactide-grafted cellulose nanofiber according to claim 2 , wherein the organic polymerization catalyst is 4-dimethylaminopyridine and 4-dimethylaminopyridinium triflate.

4. The production method of a polylactide-grafted cellulose nanofiber according to claim 2 , wherein the graft polymerization is repeated multiple times.

5. The production method of a polylactide-grafted cellulose nanofiber according to claim 3 , wherein the graft polymerization is repeated multiple times.

Assignees

• Osaka Res Inst Ind Science & Tech
• Daio Seishi Kk

Inventors

• Kadota Joji
• Agari Yasuyuki
• Hirano Hiroshi
• Okada Akinori
• Imai Takaaki

Classifications

• C08L1/10

  Esters of organic acids {, i.e. acylates} · CPC title

• C08G63/08 Primary

  Lactones or lactides · CPC title

• C08B3/00

  Preparation of cellulose esters of organic acids {(rendering cellulose suitable for esterification C08B1/02)} · CPC title

• C08B15/00 Primary

  Preparation of other cellulose derivatives or modified cellulose {, e.g. complexes} · CPC title

• C08G81/00

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title