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Polymer for masonry treatment and treating agent

a technology of masonry treatment and polymer, which is applied in the direction of other chemical processes, coatings, chemistry apparatuses and processes, etc., can solve the problems of not having both and not having sufficient soil resistance for masonry treatment agents, etc., to achieve excellent water repellency and oil repellency

Inactive Publication Date: 2007-08-23
DAIKIN IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0033] The present invention can give masonry excellent in water- and oil-repellency and an antifouling property. BEST MODE OF CARRYING OUT THE INVENTION
[0034] The fluorine-containing polymer of the present invention comprises repeating units derived from each of the monomers (A), (B) and (C).
[0035] In the fluorine-containing polymer, examples of the fluorine-containing monomer (A) include a monomer having: at least one fluorine-containing group selected from the group consisting of a fluoroalkyl group, a fluoroalkenyl group and a fluoroether group (hereinafter referred to as “fluorine-containing group”), and an unsaturated group of the formula: —O—CO—CX═CH2 wherein X is a hydrogen atom, a methyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group (in which X1 and X2 are each a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom), a cyano group, a linear or branched fluoroalkyl group having 1 to 21 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group. X is preferably a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group (in which X1 and X2 are each a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom), a cyano group, a linear or branched fluoroalkyl group having 1 to 21 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group, because higher water- and oil-repellency can be obtained.
[0036] The fluorine-containing monomer includes, for example, an acrylate monomer, maleate monomer, fumarate monomer, and urethane monomer having the fluorine-containing group.
[0037] The acrylate monomer having the fluorine-containing group is, for example, represented by the formula: wherein X is a hydrogen atom, a methyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group (in which X1 and X2 are each a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom), a cyano group, a linear or branched fluoroalkyl group having 1 to 21 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group,
[0038] Y is a direct bond, an aliphatic group having 1 to 10 carbon atoms which optionally has an oxygen atom, an aromatic, cycloaliphatic or araliphatic group having 6 to 10 carbon atoms which optionally has an oxygen atom, a —CH2CH2N(R1)SO2— group (in which R1 is an alkyl group having 1 to 4 carbon atoms) or a —CH2CH(OY1)CH2— group (in which Y1 is a hydrogen atom or an acetyl group); and

Problems solved by technology

These treatment agents, however, do not have both of sufficient water repellency and sufficient oil repellency, are weak to aqueous soil in the case of an aqueous treatment agent, and cannot impart sufficient soil resistance for a masonry-treatment agent.

Method used

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  • Polymer for masonry treatment and treating agent
  • Polymer for masonry treatment and treating agent
  • Polymer for masonry treatment and treating agent

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0108] Into a 200 cc four-necked flask equipped with a stirrer, an inert gas inlet, a condenser and a thermometer, 12.0 g of CF3CF2(CF2CF2)3CH2CH2OCOCCH═CH2, 1.0 g of stearyl acrylate, 7.0 g of acrylic acid and 30.0 g of tetrahydrofuran were charged and heated to 60° C. 0.2 g of azobisvaleronitrile was added and the polymerization reaction was conducted with stirring at 60° C. for at least 12 hours. A gas chromatography revealed that a polymerization reaction conversion was at least 97%. An aqueous solution containing 1.7 g of ammonia was added to the resultant polymer solution. Tetrahydrofuran was distilled off under reduced pressure. The mixture was diluted with water to give a treatment liquid having a solid content of 3%.

[0109] A surface of each of polished natural granite (mined in China, and purchased from Nittai Kogyo Kabushiki-Kaisha) and limestone (purchased from Inax Corp.) was coated with the treatment liquid (1 mL of the treatment liquid was applied to an area of 5 cm x...

example 2

[0118] Into the same apparatus as in Example 1, 12.0 g of CF3CF2(CF2CF2)3CH2CH2OCOCCH═CH2, 4.0 g of stearyl acrylate, 4.0 g of acrylic acid and 30.0 g of isopropyl alcohol were charged and heated to 60° C. 0.2 g of azobisvaleronitrile was added and the polymerization reaction was conducted with stirring at 60° C. for at least 12 hours. A gas chromatography revealed that a polymerization reaction conversion was at least 97%.

[0119] An aqueous solution containing 1.0 g of ammonia was added to the resultant polymer solution. Isopropyl alcohol was distilled off under reduced pressure. The mixture was diluted with water to give a treatment liquid having a solid content of 3%. The treatment and the soil resistance test were conducted in the same manner as in Example 1. The evaluation results are shown in Table 1 and Table 2.

example 3

[0120] Into the same apparatus as in Example 1, 10.0 g of CF3CF2(CF2CF2)3CH2CH2OCOCCH═CH2, 2.0 g of CF3CF2(CF2CF4CH2CH2—OCOCCH═CH2, 3.0 g of stearyl acrylate, 5.0 g of acrylic acid and 30.0 g of acetone were charged and heated to 60° C. 0.2 g of azobisvaleronitrile was added and the polymerization reaction was conducted with stirring at 60° C. for at least 12 hours. A gas chromatography revealed that a polymerization reaction conversion was at least 97%.

[0121] An aqueous solution containing 1.2 g of ammonia was added to the resultant polymer solution. Acetone was distilled off under reduced pressure. The mixture was diluted with water to give a treatment liquid having a solid content of 3%. The treatment and the soil resistance test were conducted in the same manner as in Example 1. The evaluation results are shown in Table 1 and Table 2.

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Abstract

A treating agent containing a fluoropolymer for use in masonry treatment obtained from (A) a fluoromonomer, (B) a monomer having at least one acid group selected from the group consisting of carboxy, phosphate, phosphonate, phosphinate, sulfate, sulfo, and sulfino groups, and (C) a non-fluorinated monomer containing a hydrophobic group. The treating agent imparts to a masonry excellent water- and oil-repellency and excellent unsusceptibility to fouling.

Description

TECHNICAL FIELD [0001] The present invention relates to a polymer, treatment agent and treatment method for treating a masonry, and a treated article. BACKGROUND ART [0002] It is studied that water and oil repellency and soil resistance are imparted by treating a surface of a masonry such as stone with a compound having a fluoroalkyl group (Rf group). [0003] For example, JP-A-57-23662 describes that an acrylate having a Rf group is coated on a concrete and a stone to form a protective film. JP-A-07-109317 discloses a treatment agent comprising a fluorine-containing copolymer comprising a monomer having a Rf group, and a silicone-based vinyl monomer. [0004] JP-A-11-507687 discloses a masonry-treatment agent comprising a water-soluble polymer having a Rf group, a carboxyl group, an oxyalkylene group and a silyl group. EP1225187 discloses the treatment of ceramics with a polymer having a silyl group which comprises a Rf group-containing monomer, a fluorine-free monomer and a silyl grou...

Claims

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Application Information

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IPC IPC(8): D06M15/277C04B41/48C04B41/63C04B41/83C08F220/22C09D127/12C09D133/00C09D133/16C09K3/18
CPCC04B41/009C04B41/4842C08F220/22C09D127/12C09D133/00C04B41/4994C04B14/00C04B28/02
Inventor UEDA, AKIHIKOFUKUDA, TERUYUKINAGASHIMA, KOJIMAEDA, MASAHIKO
Owner DAIKIN IND LTD
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