Polyhydroxyalkanoates and method of producing them by utilizing microorganisms

• US 6,521,429 B2
• Filed: 12/26/2000
• Issued: 02/18/2003
• Est. Priority Date: 12/27/1999
• Status: Expired due to Fees

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Yano, Tetsuya, Imamura, Takeshi, Suda, Sakae, Kenmoku, Takashi, Honma, Tsutomu, Kobayashi, Shin, Kobayashi, Toyoko
• Primary Examiner(s): Weber, Jon P.
• Application Number:
  US09/745,476
• Publication Number:
  US 20010029039A1
• Time in Patent Office: 784 Days
• Field of Search: 435/135, 528/361
• US Class Current: 435/135
• CPC Class Codes: C08G 63/06 derived from hydroxycarboxylic acids
• CPC Class Codes: C08G 63/6822 derived from hydroxy carboxylic acids
• CPC Class Codes: C08G 63/6852 derived from hydroxy carboxylic acids
• CPC Class Codes: C12P 7/625 Polyesters of hydroxy carboxylic acids
• CPC Class Codes: Y10T 428/2907 with coating or impregnation

Abstract

A microbial polyhydroxyalkanoate which comprises one or more of monomer units represented by Formula (1),

where R is at least one selected from the group represented by any one of Formulas (2), (3) and (4);

in Formula (2), R1 is selected from the group consisting of hydrogen atom (H), halogen atom, —CN, —NO₂, —CF₃, —C₂F₅ and —C₃F₇, and q is an integer of 1 to 8;

in Formula (3), R2 is selected from the group consisting of hydrogen atom (H), halogen atom, —CN, —NO₂, —CF₃, —C₂F₅ and —C₃F₇, and r is an integer of 1 to 8;

in Formula (4), R3 is selected from the group consisting of hydrogen atom (H), halogen atom, —CN, —NO₂, —CF₃, —C₂F₅ and —C₃F₇, and s is an integer of 1 to 8. The production method is also disclosed.

Claims

1. A polyhydroxyalkanoate comprising one or more of monomer units represented by Formula (1),

where R is at least one selected from the group represented by any one of Formulas (2), (3) and (4);

in Formula (2), R1 is selected from the group consisting of hydrogen atom (H), halogen atom, —

CN, —

NO₂, —

CF₃, —

C₂F₅and —

C₃F₇, and q is an integer of 1 to 8;

in Formula (3), R2 is selected from the group consisting of hydrogen atom (H), halogen atom, —

CN, —

NO₂, —

CF₃, —

C₂F₅and —

C₃F₇, and r is an integer of 1 to 8;

in Formula (4), R3 is selected from the group consisting of hydrogen atom (H), halogen atom, —

CN, —

NO₂, —

CF₃, —

C₂F₅and —

C₃F₇, and s is an integer of 1 to 8;

provided that following R is not selected;

when one kind of R is selected;

R being R1=H and q=2, or R1=H and q=3 in Formula (2),

R being R2=halogen and r=2, R2=—

CN and r=3, R2=—

NO₂ and r=3, or R2=H and r=1 or 2 in Formula (3), or

R being R3=H and s=1, 2 or 3 in Formula (4);

when two kinds of R are selected;

a combination of R being R1=H and q=3 and 5 respectively in Formula (2),

a combination of R being R2=H and r=2 and 4 respectively,

a combination of R being R2=H and r=2 and 6 respectively, and

a combination of R being R2=halogen and r=2 and 4 respectively in Formula (3);

when three kinds of R are selected;

a combination of R being R1=H and q=3, 5 and 7 respectively in Formula (2),

a combination of R being R2=H and r=1, 3 and 5 respectively, and a combination of R being R2=H and r=2, 4 and 6 respectively in Formula (3).

2. The polyhydroxyalkanoate according to claim 1, wherein the monomer unit is 3-hydroxy-5-(4-fluorophenyl)valeric acid unit of Formula (7):

3. The polyhydroxyalkanoate according to claim 1, wherein the monomer units are 3-hydroxy-5-phenoxyvaleric acid unit of Formula (6) and 3-hydroxy-5-phenylvaleric acid unit of Formula (9):

4. The polyhydroxyalkanoate according to claim 1, wherein the monomer units are 3-hydroxy-4-phenylbutyric acid unit of Formula (10) and 3-hydroxy-6-phenylhexanoic acid units of Formula (11):

5. The polyhydroxyalkanoate according to any one of claims 1, 2, 3 and 4, wherein a number average molecular weight is 10 to 200 thousands.