Paramylon-based resin, molding material, molded body, and production method for paramylon-based resin

Patent metadata

Field	Value
Publication number	US-12570769-B2
Application number	US-202117923787-A
Country	US
Kind code	B2
Filing date	May 7, 2021
Priority date	May 8, 2020
Publication date	Mar 10, 2026
Grant date	Mar 10, 2026

Abstract

A paramylon-based resin excellent in mechanical characteristics and thermoplasticity is provided. The present embodiment provides a paramylon-based resin in which hydrogen atoms of hydroxy groups of paramylon are substituted by linear saturated aliphatic acyl group having 14 or more carbon atoms as a long chain component and/or acyl group having 2 or 3 carbon atoms (acetyl group or/and propionyl group) as a short chain component, wherein the paramylon has a weight average molecular weight in the range of more than 140000 to 220000 and a molecular weight distribution (weight average molecular weight/number average molecular weight) of 6.5 or less, a protein content of the paramylon is 0.22% by mass to 5.0% by mass, and a degree of substitution (DS Lo ) by the long chain component and a degree of substitution (DS Sh ) by the short chain component satisfy the following expressions (S1), (L1) and (T1); 1.7≤DS Sh ≤2.8 (S1), 0≤DS Lo ≤0.4 (L1), 2.1≤DS Lo +DS Sh ≤2.8 (T1).

First claim

The invention claimed is:

1 . A paramylon-based resin in which hydrogen atoms of hydroxy groups of paramylon are substituted by linear saturated aliphatic acyl group having 14 or more carbon atoms as a long chain component and/or acetyl group and/or propionyl group as a short chain component, wherein
the paramylon has a weight average molecular weight in the range of more than 140000 to 220000 and a molecular weight distribution (weight average molecular weight/number average molecular weight) of 6.5 or less, a protein content of the paramylon is 0.22% by mass to 5.0% by mass, and a degree of substitution (DS Lo ) by the long chain component and a degree of substitution (DS Sh ) by the short chain component satisfy the following expressions (S1), (L1) and (T1):
1.7≤DS Sh ≤2.8  (S1)

0≤DS Lo ≤0.4  (L1)

2.1≤DS Lo +DS Sh ≤2.8  (T1).

2 . The paramylon-based resin according to claim 1 , wherein the following expressions (S2) and (L2) are satisfied:
1.7≤DS Sh <2.8  (S2)
0<DS Lo ≤0.4  (L2).

3 . The paramylon-based resin according to claim 1 , wherein the following expressions (S3) and (L3) are satisfied:
1.9≤DS Sh ≤2.4  (S3)
0.18≤DS Lo ≤0.4  (L3).

4 . The paramylon-based resin according to claim 1 , wherein the following expressions (S4) and (L4) are satisfied:
2.1≤DS Sh ≤2.8  (S4)
DS Lo =0  (L4).

5 . The paramylon-based resin according to claim 1 , wherein the following expression (T2) is further satisfied:
5≤DS sh /DS Lo ≤25  (T2).

6 . The paramylon-based resin according to claim 1 , wherein a content of a pigment in the paramylon is 20 μg/g or less.

7 . The paramylon-based resin according to claim 1 , wherein the long chain component is an acyl group moiety of at least one fatty acid selected from the group consisting of myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid.

8 . A molding material comprising the paramylon-based resin according to claim 1 .

9 . A molded body formed by using the molding material according to claim 8 .

10 . A method for producing the paramylon-based resin according to claim 1 , comprising:
treating a cultured alga with an organic solvent to separate and obtain solid matter comprising paramylon as a component insoluble in the organic solvent; treating the solid matter with a surfactant to obtain first paramylon; hydrolyzing the first paramylon with an acid or an alkali to obtain second paramylon; and acylating a hydroxy group of the second paramylon, wherein the second paramylon has a weight average molecular weight in the range of more than 140000 to 220000 and a molecular weight distribution (weight average molecular weight/number average molecular weight) of 6.5 or less, and a protein content of the second paramylon is 0.22% by mass to 5.0% by mass.

11 . The method for producing the paramylon-based resin according to claim 10 , wherein in acylating a hydroxy group of the second paramylon,
the hydroxy group of the second paramylon is acylated by reacting the second paramylon dispersed in a solvent with acetyl chloride and/or propionyl chloride under warming in the presence of an acid scavenging component.

12 . The method for producing the paramylon-based resin according to claim 10 , wherein in acylating a hydroxy group of the second paramylon,
the hydroxy group of the second paramylon is acylated by reacting the second paramylon dispersed in a solvent with acetyl chloride and/or propionyl chloride and a long chain reactant which is acid chloride of a long chain fatty acid having linear saturated aliphatic acyl group having 14 or more carbon atoms as a long chain component under warming in the presence of an acid scavenging component.

13 . The method for producing the paramylon-based resin according to claim 11 , wherein the solvent is at least one member selected from water, acetic acid, dioxane, pyridine, N-methylpyrrolidone, N,N-dimethylacetamide, N,N-dimethylformamide, and dimethyl sulfoxide.

14 . The method for producing the paramylon-based resin according to claim 11 , wherein the acid scavenging component comprises triethylamine or pyridine.

15 . The method for producing the paramylon-based resin according to claim 11 , wherein an amount of the solvent is 10 to 50 times larger than a dry mass of the second paramylon.

Assignees

• Nec Corp
• Univ Tsukuba

Inventors

• Shimura Midori
• Tanaka Shukichi
• Iji Masatoshi

Classifications

• C08L5/00

  Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00 · CPC title

• C08B37/0024 Primary

  beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof · CPC title