Fluorine-based surfactants

Abstract

To provide a fluorine-based surfactant that demonstrates a superior capability to reduce surface tension.SOLUTION: A fluorine-based surfactant contains an amino acid-modified perfluoropolyether compound represented by the formula (1) or a salt thereof. In the formula (1), Rf1 is a C1-4 perfluoroalkyl group, R1 is a C1-18 substituted or unsubstituted hydrocarbon group, m is an integer of 0-5, and n is an integer of 1-3.SELECTED DRAWING: None

Claims

1. A fluorine-based surfactant comprising an amino acid-modified perfluoropolyether compound represented by formula (1) or a salt thereof. Formula (1): 【Chemistry 1】 (wherein, Rf １ R is a perfluoroalkyl group having 1 to 4 carbon atoms. １ (where m is a substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms; m is 1 or 2; n is an integer from 1 to 3.)

2. The fluorine-based surfactant according to claim 1, wherein the molecular weight of the amino acid-modified perfluoropolyether compound represented by formula (1) is in the range of 400 to 1100.

3. The aforementioned R １ The fluorine-based surfactant according to claim 1, wherein the group is represented by the following formula (a). Formula (a): 【Chemistry 2】 (In the formula, R ａ is a substituted or unsubstituted hydrocarbon group having 1 to 3 carbon atoms. Ar is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 15 carbon atoms. * indicates a bond.

4. The fluorine-based surfactant according to claim 1, wherein R1 is a group selected from any of the following. 【Transformation 3】

5. The fluorine-based surfactant according to claim 1, wherein the surface tension of a 0.1% by mass aqueous solution of an amino acid-modified perfluoropolyether compound represented by formula (1) or a salt thereof is less than 30 mN / m.

6. A method for producing a fluorinated surfactant according to claim 1, comprising the step of reacting a perfluoropolyether compound represented by formula (2) with an amino acid. Formula (2): 【Chemistry 4】 (wherein, Rf １ R is a perfluoroalkyl group having 1 to 4 carbon atoms. ２ (where m is a substituted or unsubstituted hydrocarbon group; m is 1 or 2.)

7. The manufacturing method according to claim 6, wherein the amino acid is selected from the group consisting of glycine, alanine, tyrosine, leucine, isoleucine, valine, phenylalanine, serine, threonine, asparagine, glutamine, cysteine, methionine, tryptophan, histidine, aspartic acid, glutamic acid, β-alanine, γ-aminobutyric acid, phenylglycine, o-aminobenzoic acid, p-aminobenzoic acid, and m-aminobenzoic acid.

8. A composition comprising the fluorine-based surfactant described in claim 1.

9. A paint containing the fluorine-based surfactant described in claim 1.

10. A fire extinguishing agent comprising a fluorine-based surfactant as described in claim 1.

11. An amino acid-modified perfluoropolyether compound or a salt thereof, represented by formula (1). Formula (1): 【Transformation 5】 (In the formula, Rf is a perfluoroalkyl group having 1 to 4 carbon atoms. １ (where m is a substituted or unsubstituted hydrocarbon group having 1 to 18 carbon atoms; m is 1 or 2; n is an integer from 1 to 3.)

12. An amino acid-modified perfluoropolyether compound or a salt thereof, represented by formula (3). Formula (3): 【Transformation 6】 (wherein, Rf ２ , Rf ３ are the same or different and are perfluoroalkyl groups having 1 to 4 carbon atoms. R ３ is a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms. a is 1 or 2. b is 1 or 2.)

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