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Fluorine-containing copolymer, method for producing same, and water repellent/oil repellent agent composition

A technology of water and oil repellent, copolymer, applied in chemical instruments and methods, textiles and papermaking, other chemical processes, etc., can solve the problem of high environmental load, achieve low environmental load, sufficient water and oil repellency, good washing The effect of durability

Inactive Publication Date: 2014-10-08
ASAHI GLASS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, R having a carbon number of 7 or more f based fluoropolymers may have a high environmental load

Method used

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  • Fluorine-containing copolymer, method for producing same, and water repellent/oil repellent agent composition
  • Fluorine-containing copolymer, method for producing same, and water repellent/oil repellent agent composition
  • Fluorine-containing copolymer, method for producing same, and water repellent/oil repellent agent composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0177] Hereinafter, although an Example demonstrates this invention in detail, this invention is not limited to the following description. Examples 1, 2, 7-11 are examples, and examples 3-6, 12-15 are comparative examples.

[0178] [Raw materials, etc.]

[0179] The raw materials etc. used in this Example are as follows.

[0180] (monomer)

[0181] C6FA: 2-perfluorohexylethyl acrylate (a product synthesized by a known method using 2-perfluorohexylethanol as a raw material).

[0182] C6FMA: 2-perfluorohexylethyl methacrylate (a product synthesized by a known method using 2-perfluorohexylethanol as a raw material).

[0183] MMA: methyl methacrylate (manufactured by Tokyo Chemical Industry Co., Ltd., a product obtained by simple distillation and purification).

[0184] DEAEMA: diethylaminoethyl methacrylate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0185] nBMA: n-butyl methacrylate (Tg: 20° C., manufactured by Tokyo Kasei Kogyo Co., Ltd., product obtained by sim...

example 1

[0230] Step (I): Synthesis of Macromonomer Precursor

[0231] In a three-necked flask of 300 mL, add C6FA (109 g, 261 mmol), 2-mercaptoethanol (1 g, 12.3 mmol) as a chain transfer agent, AIBN (0.2 g, 1.3 mmol) as a polymerization initiator and AK-225 as a solvent (110g, 533mmol), install a serpentine condenser with a circulating cooler and stirring blades, slowly heat up to 60°C under a nitrogen atmosphere, and stir. After 18 hours (after stirring overnight), it was cooled at room temperature to obtain a polymerization crude liquid. The obtained crude liquid was added dropwise to about 20 times the mass of cooled methanol, and stirred to precipitate a macromonomer precursor. The obtained macromonomer was filtered and vacuum-dried overnight at 50° C. to obtain a macromonomer precursor (1) having a C6FA-derived unit. The degree of polymerization of the resulting macromonomer precursor (1) is determined by 1 Obtained by H-NMR.

[0232] Step (II): Synthesis of macromonomer (a)...

example 2～6

[0239] Fluorinated copolymers (2) to (6) were synthesized in the same manner as in Example 1, except that the composition ratios of the components used in the synthesis in the step (I) and the step (III) were changed as shown in Table 2. Moreover, the water and oil repellent compositions (2)-(6) containing the fluorinated copolymers (2)-(6) were produced similarly to Example 1, respectively.

[0240] Table 3 shows the evaluation results of water and oil repellency and washing durability in Examples 1 to 6.

[0241] [Table 2]

[0242]

[0243] [table 3]

[0244]

[0245] As shown in Table 3, the water and oil repellent compositions (1), (2) comprising a fluorine-containing copolymer having a unit (A), a unit (B) and a unit (C) as a unit containing a unit X were used. In Examples 1 and 2, sufficient water and oil repellency was obtained, and the decrease in water and oil repellency after washing was also suppressed, and good washing durability was obtained.

[0246] On ...

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Abstract

Provided are a fluorine-containing copolymer and a water repellent / oil repellent agent composition having adequate water / oil repellency, excellent washing durability, and low environmental impact. The fluorine-containing copolymer comprises units (A) derived from a macromonomer (a) having an average of two or more units derived from 2-perfluorohexylethyl(meth)acrylate or the like; units (B) derived from a monomer (b) not having a fluoroalkyl group or a cross-linkable functional group and having a glass transition temperature of 50-150 DEG C when used to form a homopolymer; and units (C) derived from a monomer (c) having a cross-linkable functional group and not having a fluoroalkyl group. Also, a water repellent / oil repellent agent composition including the fluorine-containing copolymer is provided.

Description

technical field [0001] The present invention relates to a fluorinated copolymer, a method for producing the same, and a water and oil repellent composition comprising the fluorinated copolymer. Background technique [0002] Fluoropolymers are used as surface treatment agents such as water and oil repellents. By applying the surface treatment agent to the surface of an inorganic substrate (metal, glass, etc.), a resin substrate (polycarbonate, etc.) to form a coating film, an article having water and oil repellency can be obtained. As fluoropolymers, known fluoroalkyl groups having 8 or more carbon atoms (hereinafter referred to as "R f group") fluorine-containing polymers. However, R with carbon number 7 or more f Based fluoropolymers may have a high environmental load. Therefore, it is required to use R having a carbon number of 6 or less f group and does not have R with carbon number 7 or more f based fluoropolymers. [0003] As R having carbon number 6 or less f Fl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F290/04C09K3/18
CPCD06M2200/11D06M15/277C04B2111/203C08F290/04C04B24/2682D06M15/263B65G3/00C04B2111/27C08K5/07D06M2200/12C08F20/24C09K3/18C08F220/24D06M15/267C08F220/14C08F220/1804C08F220/34
Inventor 佐佐木都星野泰辉音泽信行
Owner ASAHI GLASS CO LTD
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