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Poly(hydroxy alkanoate), its preparation process, and charge adjusting agent, toner, image forming method, and image forming apparatus

A technology of polyhydroxyalkanoate and methyl, which is applied in the fields of imaging devices, charge regulators, and toners for electrostatic charge image development. It can solve the problems of air pollution, durability, disposal costs, harmful incineration gases, etc. and the effects of improved consumption properties, excellent transferability, and improved melt processability

Inactive Publication Date: 2008-04-16
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the incineration of waste produces a large amount of combustion energy
Therefore, the incineration of waste products has the following problems: the durability of the incinerator at high combustion temperature, the treatment cost required to install a high temperature resistant incinerator, the air generated by harmful incineration gases such as carbon monoxide, sulfur compounds, chlorine and dioxins, etc. Pollution
However, there is no report on the target charge regulator and its synthesis method

Method used

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  • Poly(hydroxy alkanoate), its preparation process, and charge adjusting agent, toner, image forming method, and image forming apparatus
  • Poly(hydroxy alkanoate), its preparation process, and charge adjusting agent, toner, image forming method, and image forming apparatus
  • Poly(hydroxy alkanoate), its preparation process, and charge adjusting agent, toner, image forming method, and image forming apparatus

Examples

Experimental program
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Effect test

Embodiment

[0269] Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention should not be construed as being limited thereto.

[0270] Reference Example A

[0271] Prepare 20 shake flasks (capacity 500mL), dissolve 0.5wt% polyptone (Wako PureChemical Industries, Ltd.), 6mmol / L 5-phenylpentanoic acid and 2mmol / L 10-undecenoic acid in 200 mL of the above M9 medium, and then place the mixture in individual 500-mL shake flasks. The shake flasks were sterilized in an autoclave and allowed to cool to room temperature. Add culture solution (2 mL) to the obtained culture medium, and in this culture solution, Pseudomonas chicory strain YN2 has been shaken and cultivated in the M9 medium containing 0.5% polyptone in advance for 8 hours, and after the addition, at 30 ° C Incubate for 64 hours. After the cultivation, the respective culture solutions were put together and centrifuged to collect the cells. Cells were washed with metha...

Embodiment A-1

[0296] Under a nitrogen atmosphere, 200 mg of the polymer containing 7 mol% of 3-hydroxy-ω-carboxyalkanoate units obtained in Reference Example A and 22.9 mg of p-toluidine-2-sulfonic acid were placed in a 50-mL double-necked bottle, and added 10mL of pyridine, followed by stirring. Subsequently, 0.22 mL of triphenyl phosphite was added thereto, and the mixture was heated at 100° C. for 6 hours. After the reaction, reprecipitation was performed with EtOH, and the precipitate was recovered by centrifugation. The resulting polymer was washed by stirring in water for 3 days, washed with 1 N hydrochloric acid for an additional day, and dried under vacuum for 1 day.

[0297] The average molecular weight of the resulting PHA was evaluated using gel permeation chromatography (GPC; Tosoh HLC-8020, column; Polymer Laboratories Mixed-C, solvent; DMF containing 0.1% LiBr, equivalent to polystyrene). As a result, the number average molecular weight (Mn) was 28,000.

[0298] Using Fouri...

Embodiment A-2

[0304] The procedure of Example A-1 was repeated except that 27.3 mg of 2-amino-1-naphthalenesulfonic acid was used instead of 22.9 mg of p-toluidine-2-sulfonic acid in Example A-1, thereby obtaining 84 mg of polymer.

[0305] Such as Figure 8 As shown, FT-IR shows the formation of an amide bond due to the decrease of the peak assigned to the carboxylic acid and the appearance of a new peak assigned to the amide group. The resulting PHA was found to contain a unit represented by the chemical formula (8A).

[0306] The average molecular weight of the obtained PHA was analyzed in a similar manner to Example A-1. The number average molecular weight (Mn) of PHA was 27,500. Also, from the measurement results of the amount of sulfur, it was found that the obtained PHA was a PHA copolymer containing 4.7 mol% of 2-amino-1-naphthalenesulfonic acid groups.

[0307] 50 g of a PHA copolymer was obtained by a large-scale production method, and this compound was used as Exemplary Compou...

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Abstract

A polyhydroxyalkanoate containing in a molecule at least one unit represented by the chemical formula (1). The polyhydroxyalkanoate is a biodegradable plastic with enhanced melt-processability and exhibits excellent charging stability, high chargeability, and enhanced dispersibility when used as a charge control agent of a toner in an electrophotographic process. (R denotes -A1(-SO2R1)x. R1 is selected from OH, a halogen atom, ONa, OK, and OR1a. R1a and A1 are selected from a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, and a substituted or unsubstituted heterocyclic structure. Further, m and x are integers selected from 1 to 8, and when two or more units exist, each of R, R1, R1a, A1, m, and x is defined as above independently for each of the units.

Description

technical field [0001] The present invention relates to a novel polyhydroxyalkanoate (hereinafter abbreviated as "PHA") containing sulfonic acid groups and a process for its preparation. More specifically, the present invention relates to a polyhydroxyalkanoate containing a sulfonic acid group as a hydrophilic group or a polar group and a method for preparing the same. [0002] In addition, the present invention relates to a charge adjusting agent used in a recording process using, for example, an electrophotographic, electrostatic or magnetic recording method, an electrostatic charge image developing toner, an image forming method using the toner and an image forming apparatus using the toner. Background technique [0003] 【Background technology related to resin】 [0004] (problems with resins used in prior art) [0005] Generally, plastics such as polyethylene terephthalate (PET) resins, polyester resins, vinyl chloride resins, and polyolefin resins are used in various ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G03G9/097C08G63/685C08G63/688C08G63/91
Inventor 三原知惠子矢野哲哉古崎真也本间务见目敬福井树草刈亚子
Owner CANON KK
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