JP2008115218A - Anti-fogging agent composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an anti-fogging agent composition excellent in anti-fogging effect, without forming whitening or cracking even on applying on the surface of a synthetic resin, etc., and further excellent in the lasting property of the anti-fogging effect, and the synthetic resin applied with the anti-fogging composition. <P>SOLUTION: This anti-fogging agent composition contains a polyhydric alcohol fatty acid ester, and at least 1 kind of a phosphoric acid-based compound selected from a group consisting of a compound expressed by general formula (1) and a compound expressed by general formula (2) [wherein, R<SP>1</SP>to R<SP>3</SP>are each a 1-22C alkyl or alkenyl, or an alkylaryl having a 6-20C alkyl; X<SP>1</SP>to X<SP>3</SP>are each an alkali metal or an alkaline earth metal; A<SP>1</SP>to A<SP>3</SP>are each a 2-4C alkylene; m<SB>1</SB>to m<SB>3</SB>are each 0 to 8 number; and m<SB>1</SB>+m<SB>2</SB>is 0 to 8 number]. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to an antifogging agent composition used for plastic and polymer film surfaces and the like, and a synthetic resin coated with the antifogging agent composition.

  Surfaces of plastics, polymer films, and the like are easily clouded by aggregation or adhesion of water droplets, and their original transparency is significantly impaired, or uneven surface reflection occurs. These hazes cause various obstacles depending on the purpose of use. For example, fogging of goggles is inconvenient to use and is very dangerous for driving. In addition, the cloudiness of the show window does not achieve its original display effect.

  Conventionally, various antifogging agents have been proposed for the purpose of preventing such fogging. For example, wetting antifogging agents such as soda soap, alkyl sulfonates, polyoxyalkylene alkyl ethers, polyvinyl alcohol, albumin degradation products, funnel oil, saponins, form wettable films on the surface and free surface energy By increasing the thickness, water is uniformly wetted to prevent irregular reflection of light. Further, water-repellent antifogging agents mainly composed of silicon resin, wax, pine tar, asphalt and the like have been proposed. This is intended to promptly remove water droplets aggregated on the glass surface from the surface.

  Various problems are still unsolved in wet antifogging agents. That is, in general, a wettable film of a surfactant has a problem in that it is easy to flow away from the surface of an acrylic resin plate or the like due to agglomerated moisture and the effect is sustained. In addition, since the wet coating film becomes opaque and non-uniform in all cases, the anti-fogging agent itself impairs the transparency of the acrylic resin plate and the like, resulting in poor finish. Furthermore, the resin may crack over time due to the permeated antifogging agent, causing whitening phenomenon, and the appearance may be impaired, and the antifogging agent is extracted and solidified due to a sudden temperature change, and on the surface. It may exist as a foreign object. Furthermore, wiping requires labor, and whitening due to uneven wiping easily occurs.

As an example of an antifogging agent that can solve such a problem, Patent Document 1 proposes an antifogging agent mainly composed of polyvinyl alcohol and a silane compound. However, the durability of the antifogging effect is not sufficient, and further improvement is desired.
JP-A-10-212471

  An object of the present invention is to provide an antifogging composition which is excellent in antifogging effect, does not cause whitening or cracking even when applied on the surface of a synthetic resin, etc., and further has excellent antifogging effect durability. An object of the present invention is to provide a synthetic resin coated with an object.

  The present invention contains a polyhydric alcohol fatty acid ester and at least one phosphoric acid compound selected from the group consisting of a compound represented by the following general formula (1) and a compound represented by the general formula (2). An antifogging agent composition and a synthetic resin coated with the antifogging agent composition are provided.

Wherein R ¹ , R ² and R ³ are each independently a linear or branched alkyl group having 1 to 22 carbon atoms, an alkenyl group, or an alkylaryl group having 6 to 20 carbon atoms in an alkyl group, X ¹ , X ² and X ³ are each independently an alkali metal or alkaline earth metal, A ¹ , A ² and A ³ are each independently an alkylene group having 2 to 4 carbon atoms, m ₁ , m ₂ and m _3. Each independently represents a number of 0 to 8 indicating the average number of added moles of the oxyalkylene group, and m ₁ + m ₂ is a number of 0 to 8. m ₁ A ¹ and m ₂ A ² And m ₃ A ³ may be the same or different.)

  The anti-fogging agent composition of the present invention can effectively prevent fogging of the surface of a synthetic resin and the like, and even when applied to the surface of a synthetic resin or the like, there is no occurrence of whitening or cracks. Excellent durability of effect.

[Polyhydric alcohol fatty acid ester]
Examples of the polyhydric alcohol constituting the polyhydric alcohol fatty acid ester used in the present invention include polyhydric alcohols having 2 or more, preferably 3 to 6 hydroxyl groups from the viewpoint of manifesting the effects of the present invention. Specific examples of the polyhydric alcohol include ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, glycerin, polyglycerin, sorbitan, sorbitol, sucrose, and alkylene oxide adducts thereof, glycerin, polyglycerin, sorbitol And at least one selected from the group consisting of sorbitan and sorbitol and sorbitan are particularly preferable.

  As the fatty acid constituting the polyhydric alcohol fatty acid ester, a saturated or unsaturated fatty acid having 6 to 22 carbon atoms is preferable, a saturated fatty acid having 8 to 18 carbon atoms is more preferable, and a carbon number of 10 is preferable. More preferably, ˜12 saturated fatty acids.

  The polyhydric alcohol fatty acid ester is preferably a partially esterified product of a hydroxyl group of a polyhydric alcohol, more preferably a monoester product, from the viewpoint of manifesting the effects of the present invention. Specific examples of the polyhydric alcohol fatty acid ester include glycerin fatty acid ester, polyglycerin fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyethylene glycol Fatty acid ester, polypropylene glycol fatty acid ester, etc. are mentioned, glycerin fatty acid ester, polyglycerin fatty acid ester and sorbitan fatty acid ester are preferable, sorbitan fatty acid ester is more preferable, and sorbitan monolauric acid ester is particularly preferable.

  The polyhydric alcohol fatty acid ester of the present invention can be easily obtained by an ordinary method, for example, by charging a predetermined amount of polyhydric alcohol and fatty acid into a reactor and using a metal catalyst such as tin oxide in a high temperature esterification reaction.

[Phosphate compounds]
The phosphoric acid compound used in the present invention is a compound represented by the general formula (1) or (2).

In the general formulas (1) and (2), R ¹ , R ² and R ³ are each independently a linear or branched alkyl group or alkenyl group having 1 to 22 carbon atoms from the viewpoint of manifesting the effects of the present invention. Or an alkylaryl group having 6 to 20 carbon atoms in the alkyl group, preferably an alkyl group having 6 to 22 carbon atoms, and more preferably an alkyl group having 8 to 12 carbon atoms.

X ¹ , X ² and X ³ each independently represent an alkali metal or an alkaline earth metal from the viewpoint of manifesting the effects of the present invention, preferably lithium, sodium, potassium, calcium and magnesium, more preferably sodium and potassium. Preferably, potassium is more preferable.

A ¹ , A ² and A ³ each independently represent an alkylene group having 2 to 4 carbon atoms from the viewpoint of manifesting the effects of the present invention, preferably an alkylene group having 2 to 3 carbon atoms, and more preferably an ethylene group. . M ₁ , m ₂ and m ₃ are each independently a number of 0 to 8 indicating the average number of added moles of the oxyalkylene group from the viewpoint of manifesting the effect of the present invention, and m ₁ + m ₂ is 0 to 8 1 to 7 are preferable for m ₁ + m ₂ and m ₃ , and 2 to 4 are more preferable.

  Specific examples of the compound represented by the general formula (1) or (2) include polyoxyalkylene alkyl ether phosphate metal salts, alkyl phosphate metal salts, acidic phosphate metal salts, and the like. Alkyl ether phosphate potassium salts are preferred.

The phosphoric acid compound of the present invention contains a predetermined amount of the general formula (3)
R- (AO) _m H (3)
Wherein R is a linear or branched alkyl group having 1 to 22 carbon atoms, an alkenyl group, or an alkylaryl group having 6 to 20 carbon atoms, A is an alkylene group having 2 to 4 carbon atoms, m Is a number from 0 to 8 indicating the average number of moles added of the oxyalkylene group, and m A's may be the same or different.)
Is added to the reactor, and stirring is continued while adding phosphorus pentoxide, and finally it is obtained by neutralizing with an alkali such as NaOH or KOH.

[Anti-fogging agent composition]
The anti-fogging agent composition of the present invention contains a polyhydric alcohol fatty acid ester and a phosphoric acid compound, but in the anti-fogging agent composition of the present invention, the mixing method of the polyhydric alcohol fatty acid ester and the phosphoric acid compound is arbitrary. Therefore, it can be obtained by only stirring. Since the viscosity increases in winter, it is possible to heat polyhydric alcohol fatty acid esters and phosphoric acid compounds.

  From the viewpoint of obtaining the effects of the present invention, the content of the polyhydric alcohol fatty acid ester in the antifogging agent composition of the present invention is preferably 40 to 95% by weight, and more preferably 50 to 90% by weight. In addition, the content of the phosphoric acid compound in the antifogging agent composition of the present invention is preferably 1 to 50% by weight and more preferably 10 to 50% by weight from the viewpoint of obtaining the effects of the present invention.

  The phosphoric acid compound is preferably 1 part by weight or more with respect to 100 parts by weight of the polyhydric alcohol fatty acid ester from the viewpoint of improving crack resistance and durability of the antifogging effect, and also maintaining whitening resistance and antifogging effect. From the viewpoint of improving the properties, it is preferably 100 parts by weight or less.

  Accordingly, the phosphoric acid compound is preferably 1 to 100 parts by weight, more preferably 5 to 50 parts by weight, and further preferably 5 to 30 parts by weight with respect to 100 parts by weight of the polyhydric alcohol fatty acid ester. is there.

  The anti-fogging agent composition of the present invention further includes a light stabilizer, a film-forming aid, an alkali agent, a chelating agent, a fragrance, a dye, a pigment, an antiseptic and a bactericidal agent, as long as the effects of the present invention are not impaired. Optional ingredients can be added.

[Synthetic resin coated with anti-fogging agent composition]
The anti-fogging agent composition of the present invention can prevent fogging of the surface of the synthetic resin by applying it to the surface of the synthetic resin. The synthetic resin to which the antifogging agent composition of the present invention is applied is preferably a polystyrene resin, an acrylic resin, or a polycarbonate resin, and more preferably an acrylic resin. The antifogging agent composition of the present invention is suitably used for a transparent member such as goggles.

  As a method for applying the antifogging composition of the present invention to the surface of the synthetic resin, a general brushing method, dropping method, spraying method, or the like can be appropriately selected and used.

The coating amount of the antifogging agent composition on the surface of the synthetic resin can be appropriately selected depending on the application, but is preferably 1 to 200 mg / m ² from the viewpoint of the effect of the present invention. Drying of the applied antifogging composition can be appropriately selected, but can be performed by natural drying or forced drying with hot air or the like.

Example 1
100 g of sorbitan monolaurate (Reodol SP-L10, trade name, manufactured by Kao Corporation) as a polyhydric alcohol fatty acid ester, POE (3) lauryl ether phosphate K salt (Electro stripper F, trade name, manufactured by Kao Corporation) as a phosphate compound Mono POE (3) lauryl ether phosphate K salt 50% by weight, di-POE (3) lauryl ether phosphate K salt 50% by weight) 10 g (in terms of pure content) were put into a 500 ml beaker and stirred with a glass rod. Then, antifogging agent 1 was obtained.

Example 2
An antifogging agent 2 was obtained in the same manner as in Example 1 except that the amount of POE (3) lauryl ether phosphate K salt (Electro Stripper F, trade name, manufactured by Kao Corporation) was changed to 30 g (purity conversion).

Example 3
Antifogging agent 3 was obtained in the same manner as in Example 1 except that the amount of POE (3) lauryl ether phosphate K salt (Electro Stripper F, trade name, manufactured by Kao Corporation) was 100 g (in terms of pure component).

Test example 1
Using the antifogging agents 1 to 3 obtained in Examples 1 to 3 and the comparative antifogging agents 1 to 3 shown below, about 2 ml of these antifogging agents (from the ease of application, 1 to 3. A comparative antifogging agent 2 and a antifogging agent prepared in 3 in a 10% ethanol solution, a comparative antifogging agent 1 adjusted to a 10% aqueous solution) and an acrylic plate (commercially available 5 mm thick). The acrylic plate was cut to 8 cm × 8 cm), and the antifogging durability, whitening property and crack generation state were evaluated by the methods described below. The results are shown in Table 1.

<Comparison antifogging agent>
Comparative antifogging agent 1: Polyvinyl alcohol antifogging agent (PVA217, Kuraray Co., Ltd., trade name)
Comparative antifogging agent 2: sorbitan monolaurate (Rheodor SP-L10, trade name manufactured by Kao Corporation)
Comparative antifogging agent 3: POE (3) lauryl ether phosphate K salt (Electro Stripper F, trade name, manufactured by Kao Corporation)
<Antifogging durability evaluation method>
The anti-fogging agent-coated acrylic board that has been confirmed to dry is stored in TEMP & HOMID CHAMBER SH-240 (Espec Co., Ltd.) adjusted to a temperature of 60 ° C. and a humidity of 90% RH, and the anti-fogging durability after 100 hours, 200 hours and 300 hours. Were visually observed and evaluated according to the following criteria.
Evaluation criteria ○: Good anti-fogging property Δ: Anti-fogging property decline ×: No anti-fogging property <Evaluation method of whitening property>
The antifoggant-coated acrylic plate that was confirmed to be dried was stored in a constant temperature and humidity chamber at a temperature of 25 ° C. and a humidity of 50% RH, and the whitening state after 3 days and after 7 days was visually observed and evaluated according to the following criteria.
Evaluation criteria ○: Whitening is not recognized Δ: Whitening is slightly recognized ×: Whitening <Evaluation method of crack occurrence state>
The antifogging agent-coated acrylic board that has been confirmed to be dried is stored in a constant temperature and humidity room at a temperature of 40 ° C. and a humidity of 60% RH, and the crack occurrence state after 3 days and after 7 days is visually observed and evaluated according to the following criteria. did.
Evaluation criteria ○: No crack Δ: Slightly observable crack ×: Many cracks can be observed

  As shown in Table 1, it can be seen that the antifogging agent composition of the present invention has better antifogging durability than the comparative antifogging agent and can prevent whitening and cracking of the surface of the synthetic resin.

Claims (6)

An antifogging agent comprising a polyhydric alcohol fatty acid ester and at least one phosphoric acid compound selected from the group consisting of a compound represented by the following general formula (1) and a compound represented by the general formula (2) Composition.

Wherein R ¹ , R ² and R ³ are each independently a linear or branched alkyl group having 1 to 22 carbon atoms, an alkenyl group, or an alkylaryl group having 6 to 20 carbon atoms in an alkyl group, X ¹ , X ² and X ³ are each independently an alkali metal or alkaline earth metal, A ¹ , A ² and A ³ are each independently an alkylene group having 2 to 4 carbon atoms, m ₁ , m ₂ and m _3. Each independently represents a number of 0 to 8 indicating the average number of added moles of the oxyalkylene group, and m ₁ + m ₂ is a number of 0 to 8. m ₁ A ¹ and m ₂ A ² And m ₃ A ³ may be the same or different.)   The antifogging agent composition according to claim 1, wherein the content of the phosphoric acid compound is 1 to 100 parts by weight with respect to 100 parts by weight of the polyhydric alcohol fatty acid ester.   The antifogging agent composition according to claim 1 or 2, wherein the polyhydric alcohol constituting the polyhydric alcohol fatty acid ester is at least one selected from the group consisting of glycerin, polyglycerin, sorbitol and sorbitan.   The antifogging agent composition according to any one of claims 1 to 3, wherein the fatty acid constituting the polyhydric alcohol fatty acid ester is at least one selected from saturated or unsaturated fatty acids having 6 to 22 carbon atoms.   The anti-fogging agent composition in any one of Claims 1-4 apply | coated to the surface of a synthetic resin.   A synthetic resin to which the antifogging agent composition according to claim 1 is applied.