Novel vinylidene fluoride copolymers and processes for production thereof

A technology for the production of difluoride vinyl, which is applied in 1 field, can solve problems such as defects in heat resistance and a decrease in commodity value, and achieve the effects of good adhesion and excellent stain resistance

Inactive Publication Date: 2012-07-11
KUREHA KAGAKU KOGYO KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] However, these 1,1-difluoroethylene copolymers having esters or modified products thereof have defects in heat resistance, and in melt molding, t

Method used

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  • Novel vinylidene fluoride copolymers and processes for production thereof
  • Novel vinylidene fluoride copolymers and processes for production thereof
  • Novel vinylidene fluoride copolymers and processes for production thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0120] [Example 1] (1,1-difluoroethylene / dimethylmethylenemalonate=99 / 1 (mass ratio))

[0121] 1024 g of ion-exchanged water, 0.6 g of methylcellulose, 1.2 g of ethyl acetate, 8.6 g of 50% by weight diisopropyl peroxydicarbonate-chlorofluorocarbon 225cb solution, 1, 396 g of 1-difluoroethylene (VDF), 4.0 g of dimethyl methylene malonate, and suspension polymerization were performed at 29° C. for 22 hours until the pressure dropped to 1.5 MPa. After the polymerization was completed, the polymer slurry was heat-treated at 95° C. for 30 minutes to deactivate the polymerization initiator, and the polymer was filtered, dehydrated and washed with water, and then dried at 80° C. for 20 hours to obtain a polymer powder. The yield was 86%, and the inherent viscosity of the obtained polymer was 1.29 dl / g.

Embodiment 2～4、 comparative example 1～3

[0123] In Examples 2 to 4 and Comparative Examples 1 to 3, except that the ratio of 1,1-difluoroethylene (VDF) to comonomer and the type of comonomer were changed as described in Table 1, the same method as in Example was adopted. 1 in the same way. In addition, Comparative Example 1 is a homopolymer of vinylidene fluoride.

[0124] Furthermore, regarding Example 2, as figure 2 and image 3 shown by the resulting polymer in the 1 In the H-NMR spectrum, it was observed around 3.7ppm that originated from COOCH 2 The signal of R (R=H in embodiment 1,2,4, comparative example 2,3, R=Me in embodiment 3), and in IR spectrum in 1740cm -1 A signal derived from C=O stretching vibration was observed nearby, confirming that a copolymer of methylene malonate was obtained. pass 1 The area ratio in the H-NMR spectrum calculates the ratio (molar ratio) of the vinylidene fluoride unit to the vinylidene malonate unit contained in the vinylidene fluoride copolymer. In addition, the ratio...

Embodiment 5

[0140] 125 ml of N,N-dimethylformamide and 1.17 g of lithium bromide were added to a 500 ml three-necked flask equipped with a magnetic stirring bar and a Dimro cooling tube to prepare a solution. To this solution was added 5.05 g of the 1,1-didene fluoride copolymer of the present invention obtained in Example 2, followed by heating and stirring at 100° C. for 9 hours. After naturally cooling to room temperature, the reaction solution was reprecipitated using dilute hydrochloric acid. The resulting solid was filtered and fractionated, dehydrated and washed with water, and then dried at 80° C. for 20 hours. Measure the resulting solid 1 H-NMR spectrum, results attributed to COOCH 3 The change of the integrated value of the signal (near 3.7ppm) confirms that about 41% of the total number of ester groups in the copolymer is hydrolyzed (refer to Figure 5 and Figure 6 ).

[0141] [table 3]

[0142] Mn / 10 5

[0143] The physical properties of the obtained modi...

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Abstract

A vinylidene fluoride copolymer which comprises 99.9 to 90mol% of vinylidene fluoride monomer units, 0.1 to 10mol% of methylidenemalonic ester monomer units, and 0 to 10mol% of other monomer units and which has a weight-average molecular weight of 200,000 or more; a vinylidene fluoride copolymer as described above, which is modified by hydrolyzing 10 to 90% of the total number of the ester groups of the methylidenemalonic ester monomer units; and processes for the production of the copolymers.

Description

technical field [0001] The present invention relates to a 1,1-difluoroethylene copolymer which is excellent in heat resistance, weather resistance, chemical resistance, and stain resistance, has good adhesiveness, and has reduced coloring during molding, and the 1,1-difluoroethylene copolymer. Process for the manufacture of ethylene copolymers. The 1,1-vinylidene fluoride copolymer obtained by the present invention is useful in the fields of various molded products, adhesives, paints, and the like. Background technique [0002] Polyvinylidene fluoride resin composed of 1,1-vinylidene fluoride unit is excellent in chemical resistance, weather resistance, stain resistance, etc., and can be used for producing various films and molded products by melt molding s material. In addition, it can also be used as a paint or an adhesive, but since the adhesive strength between polyvinylidene fluoride resin and substrates such as metals is low, improvement of the adhesive strength is d...

Claims

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Application Information

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IPC IPC(8): C08F214/22C08F8/12
CPCC08F222/10C08F8/12C08F214/205C08F2800/10C08F214/225C08F2/00C08F214/22
Inventor 佐藤圭介堺勇树
Owner KUREHA KAGAKU KOGYO KK
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