US 6,649,380 B1Granted

Method for controlling molecular weight of polyhydroxyalkanote constituted on units containing residue of pheynyl-, thienyl-, or cyclohexyl-structure in side chain of molecule

AssigneeCanon Kabushiki Kaisha

InventorsTetsuya Yano, Takashi Kenmoku, Tsutomu Honma, Etsuko Sugawa, Tatsuki Fukui, Takeshi Imamura

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Abstract

A method is provided for controlling the molecular weight of a polyhydroxyalkanoate containing at least one of a unit: —[OCH((CH2)mR1)CH2C(O)]— (m=1-8; R1 is a residue having a ring structure of any of phenyl and thienyl structure), and a unit: —[OCH((CH2)kC6H1)R2)CH2C(O)]— (k=0-8; R2 denotes a substituent on the cyclohexyl group including H, CN, NO2, halogen atom, CH3, C2H5, C3H7, CF3, C2F5 or C3F7), wherein a microorganism is cultivated in the presence of a hydroxyl group-containing compound, which is capable of producing the polyhydroxyalkanoate from R3(CH2)qCH2CH2COOH (q=1-8; R3 contains a residue having a ring structure of phenyl or thienyl) or R4C6H10(CH2)rCH2CH2COOH (r=0-8; R4 denotes a substituent on the cyclohexyl group including H, CN, NO2, halogen, CH3, C2H5, C3H7, CF3, C2F5, or C3F7).

Claims12

Dependent claims

A method for controlling the molecular weight of a polyhydroxyalkanoate containing at least one of a 3-hydroxy-ω-substituted alkanoic acid unit represented by Chemical Formula (1):

(in the above formula, m is an integer selected from the numerical range shown with the Chemical Formula;
R1 is a residue having a ring structure of any one selected from the group consisting of a phenyl structure and a thienyl structure;
and in the presence of plural units, m and R1 are selected independently for the respective units), and a 3-hydroxy-ω-cyclohexylalkanoic acid unit represented by Chemical Formula (2):
(in the above formula, R2 denotes a substituent on the cyclohexyl group selected from the group consisting of H atom, CN, NO2, halogen atom, CH3, C2H5, C3H7, CF3, C2F5 and C3F7;
k is an integer selected from the numerical range shown with the Chemical Formula;
and in the presence of plural units, k and R2 are selected independently for the respective units), wherein a microorganism is cultivated, in the presence of a hydroxyl group-containing compound, which is capable of producing the polyhydroxyalkanoate containing at least one of the units represented by Chemical Formula (1) or (2) from an ω-substituted alkanoic acid represented by Chemical Formula (3):
(in the above formula, q is an integer selected from the numerical range shown with the Chemical Formula;
R3 is a residue having a ring structure of any one selected from the group consisting of a phenyl structure and a thienyl structure;
and in the presence of plural units, q and R3 are selected independently for the respective units), or ω-cyclohexylalkanoic acid represented by Chemical Formula (4):
(in the above formula, R4 denotes a substituent on the cyclohexyl group selected from the group consisting of H atom, CN, NO2, halogen atom, CH3, C2H5, C3H7, CF3, C2F5 and C3F7;
and r is an integer selected from the numerical range shown with the Chemical Formula;
and in the presence of plural units, R4 and r are selected independently for the respective units).

9 more elements

A polyhydroxyalkanoate, which contains at least one of a 3-hydroxy-ω-substituted-alkanoic acid unit represented by Chemical Formula (16):

(in the above formula, m is an integer selected from the numerical range shown with the Chemical Formula;
R1 is a residue having a ring structure of any one selected from the group consisting of a phenyl structure and a thienyl structure;
in the presence of plural units, m and R1 are selected independently for the respective units;
and R16 is a group derived from a chemical species selected from the group consisting of alcohols, diols, triols, alkylene glycols, polyethylene glycols, polyethylene oxides, alkylene glycol monoesters, polyethylene glycol monoesters, and polyethylene oxide monoesters), and a 3-hydroxy-ω-cyclohexylalkanoic acid unit represented by General formula (17):
(in the above formula, R2 denotes a substituent on the cyclohexyl group selected from the group consisting of H atom, CN, NO2, halogen atom, CH3, C2H5, C3H7, CF3, C2F5 and C3F7;
k is an integer selected from the numerical range shown with the Chemical Formula;
in the presence of plural units, k and R2 are selected independently for the respective units;
and
R17 is a group derived from a chemical species selected from the group consisting of alcohols, diols, triols, alkylene glycols, polyethylene glycols, polyethylene oxides, alkylene glycol monoesters, polyethylene glycol monoesters, and polyethylene oxide monoesters).

6 more elements

Dependencies are inferred from the claim text.

Facts

Application: 10/373,038Filed 26 Feb 2003
Priority: JP 2002-05490728 Feb 2002
Published: US 2003/0208028 A16 Nov 2003
Granted: 18 Nov 2003
Term ends: Not estimatedThe source records don’t support an estimate.

Classification7 codes

C12P 7/625
Carboxylic acid esters: polyesters of hydroxy carboxylic acids
C08G 63/06
Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds: derived from hydroxycarboxylic acids
C08G 63/6882
Containing sulfur: derived from hydroxy carboxylic acids
Y10S 435/874
Using bacteria or actinomycetales: pseudomonas