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Molecular weight control method of poly hydroxy alkane acid ester

A technology of polyhydroxyalkanoate and molecule, which is applied in the field of molecular weight control of polyhydroxyalkanoate, and can solve the problems that have not been developed

Inactive Publication Date: 2006-11-22
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As mentioned above, PHA with functional groups such as phenyl group requires molecular weight control technology in the sense of expanding the range of its practical use, but no such technology has been developed so far.

Method used

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  • Molecular weight control method of poly hydroxy alkane acid ester
  • Molecular weight control method of poly hydroxy alkane acid ester
  • Molecular weight control method of poly hydroxy alkane acid ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0124] [Example 1] Controlling the molecular weight of poly 3-hydroxyl-5-phenylvaleric acid (PHPV) with polyethylene glycol-1

[0125] Containing polypeptone (Wako Pure Chemical Industries) 0.5% (W / V), 5-phenylvaleric acid 0.1% (W / V) and molecular weight control agent polyethylene glycol 200 (PEG200: average molecular weight 190-210; Kishida Chemical 0%, 1%, 2%, 5% (V / V) M9 medium 200ml, add the culture of the Pseudomonascichorii YN2 bacterium that has been shaken at 30 ℃ for 8 hours with the M9 medium containing polyptone 0.5% in advance Incubate 1 mL of the solution in a 500-mL shaking flask at 30°C for 24 hours. After culturing, the cells were obtained by centrifugation, washed with methanol, and freeze-dried. After weighing the dried cells, chloroform was added, and the mixture was stirred at 50° C. for 24 hours to extract the polymer. The chloroform from which the polymer was extracted was filtered, concentrated by an evaporator, and the part solidified by precipitation...

Embodiment 2

[0132] [Example 2] Controlling the molecular weight of PHPV with polyethylene glycol-2

[0133] As a molecular weight control agent, except having used PEG600 (average molecular weight: 570-630) instead of PEG200, it experimented by the method similar to Example 1. use 1 The structure of the obtained polymer analyzed by H-NMR was the same as in Example 1, and it was roughly a PHPV homopolymer. Table 2 shows the weights of the obtained bacterial cells and polymers, the weight ratio of polymers to bacterial cells, the molecular weights and molecular weight distributions of the obtained polymers.

[0134] PEG600(%)

[0135] CDW: cell dry weight; PDW: polymer dry weight; P / C: PDW / CDW; Mn: number average molecular weight; Mw / Mn: molecular weight distribution

Embodiment 3

[0136] [Example 3] Controlling the molecular weight of PHPV with polyethylene glycol-3

[0137] As a molecular weight control agent, except having used PEG2000 (average molecular weight: 1800-2200) instead of PEG200, it experimented by the method similar to Example 1. use 1 The structure of the obtained polymer analyzed by H-NMR was the same as in Example 1, and it was roughly a PHPV homopolymer. Table 3 shows the weights of the obtained bacterial cells and polymers, the weight ratio of polymers to bacterial cells, the molecular weights and molecular weight distributions of the obtained polymers.

[0138] PEG2000(%)

[0139] CDW: cell dry weight; PDW: polymer dry weight; P / C: PDW / CDW; Mn: number average molecular weight; Mw / Mn: molecular weight distribution

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Abstract

A method for controlling the molecular weight of polyhydroxyalkanoate containing at least one of the following units is provided: unit -[OCH((CH2)mR1)CH2C(O)]-(m=1-8); R1 is with A residue of any ring structure of a phenyl structure or a thiophene structure; and the unit -[OCH((CH2)kC6H10R2)CH2C(O)]-(k=0-8); R2 represents a substituent on a cyclohexyl group, Including H atom, CN group, NO2 group, halogen atom, CH3 group, C2H5 group, C3H7 group, CF3 group, C2F5 group or C3F7 group; where cultured in the presence of hydroxyl-containing compounds can produce polyhydroxyalkanoate from the following compounds Microorganisms: R3(CH2)qCH2CH2COOH (q=1-8; R3 contains residues with phenyl or thienyl ring structure) or R4C6H10(CH2)rCH2CH2COOH (r=0-8; R4 represents substitution on cyclohexyl radicals, including H, CN, NO2, halogen, CH3, C2H5, C3H7, CF3, C2F5 or C3F7).

Description

technical field [0001] The present invention relates to a method for controlling the molecular weight of polyhydroxyalkanoate (PHA), which is a kind of polyester. More specifically, it relates to a method for controlling the molecular weight of the PHA using a microorganism that produces the PHA and stores it in cells. Background technique [0002] In the past, many microorganisms have been reported to produce poly-3-hydroxybutyric acid (PHB) or other PHAs and store them in the cells (Biodegradable Plastics Handbook, edited by Biodegradable Plastics Research Society, N.T.S. Company, P178-197 (1995)). These polymers can be used to produce various products by melt processing and the like in the same way as conventional plastics. In addition, due to its biodegradability, it has the advantage that it can be completely degraded by microorganisms in nature, and it does not remain in the natural environment like many synthetic polymer compounds in the past, and will not cause pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/06C12P7/42C08G63/688C12P7/62C12P11/00C12P17/00C12R1/38C12R1/40
CPCC08G63/06C08G63/6882C12P7/625Y10S435/874C08G63/00C12P17/00C08G63/688
Inventor 矢野哲哉见目敬本间务须川悦子福井树今村刚士
Owner CANON KK
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