JPH04180988A - Anti-misting agent and anti-misting method - Google Patents

Abstract

PURPOSE:To facilitate application to a base material and to improve the (persistence of) anti-misting effect by incorporating a specified org. silicon compd., an epoxy resin and an alcoholic solvent. CONSTITUTION:100 pts.wt. org. silicon compd. with each one or more hydrolyzable groups and amino groups in its molecule (e.g. 3-aminoprpyltriethoxysilane), 0.1-100 pts.wt. epoxy resin with an epoxy equivalent of 1,000 or smaller (e.g. bisphenol A epoxy resin), 10-10,000 pts.wt. alcoholic solvent (e.g. ethanol) and, if necessary, a silane, a catalyst, an anti-oxidant, a leveling agent, an anti-sag agent, etc., are compounded to obtain an anti-misting agent. A base material such as a glass or acrylic plate is coated with the above anti-misting agent and then heat-treated at 80-200 deg.C to given an anti-misting layer.

Description

[Detailed Description of the Invention] [Technical Field of the Invention] The present invention relates to an antifogging agent for the surfaces of glass, mirrors, plastics, lenses, metals, etc., and also to an effective method for treating the same. .

[Technical background of the invention and its problems] Conventionally, a method of preventing fogging caused by moisture adhering to the surfaces of glass, mirrors, plastics, lenses, metals, etc. has been generally carried out by applying a surfactant such as soap. It has been.

Recently, methods have been used to prevent fogging, such as pasting conductive films, applying heat with hot air or hot water, and using multiple pieces of glass to prevent fogging.

However, the method of applying a surfactant does not have a long-lasting effect, and the method of applying heat to prevent fogging requires large-scale equipment and has the disadvantage of being restricted in the locations where it can be used.

Therefore, a method of coating the base material with a hydrophilic polymer to prevent fogging has been considered. For example, an anti-fogging agent made of an aqueous solution of polyacrylic acid and a surfactant has been proposed (JP-A-52-101680; JP-A-52-101680;
8-217578, etc.), but since they use water-soluble polyacrylic acid, it goes without saying that they must be washed with water after coating, and even just wiping them with cloth or paper can cause the coating to gradually peel off. The effect disappears. In addition, a solution containing a mixture of acrylic acid (ester) and a crosslinking agent is polymerized on a substrate using ultraviolet rays (Japanese Unexamined Patent Publication No. 2-670), or a water-soluble compound such as trimethylolpropane is mixed with polyisocyanate. It was thought that a semi-permanent anti-fog coating could be provided by creating a three-dimensionally cross-linked anti-fog layer, such as by creating a hydrophilic polyurethane polymer on a substrate (Japanese Patent Laid-Open No. 20580/1999). but,
Even with this method, if a hard coating film with a high crosslinking density is obtained, the antifogging effect will be low; if the crosslinking density is low and the antifogging effect is high, the coating film will be weak, especially when it swells after absorbing water.
It has a tendency to be easily scratched, and it has been difficult to balance this. In addition, a method has been proposed in which the glass surface is treated with a silicon compound having an oxyalkylene group to prevent fogging (Japanese Patent Application Laid-Open No. 1985-85615). It has to be processed, and of course there are many restrictions on plastic materials, making it impractical.

[Purpose of the Invention] The present invention is capable of coating not only flat surfaces but also glass plates, polycarbonate plates, acrylic plates, and other substrates by simple methods such as brush painting and dipping, without any special treatment on the surface. The objective is to provide an anti-fogging agent that can be applied to curved surfaces, has a hard coating that is resistant to scratches, exhibits excellent anti-fogging properties, and has a long-lasting effect, and also provides an effective treatment method for the anti-fogging agent. be.

[Configuration of the Invention] That is, the present invention comprises: (8) 100 parts by weight of a silicon compound having at least one each of a hydrolyzable group and an amino group in one molecule; (B) 0.1 to 100 parts by weight of a yupoxy resin; and (C) an antifogging agent characterized by containing 10 to 10.000 parts by weight of an alcoholic solvent, and applying the antifogging agent to a substrate and then treating it at 80 to 200°C. The present invention relates to a characteristic method for preventing fogging.

The organosilicon compound having at least one amino group and at least one hydrolyzable group in one molecule, which is component (A) of the present invention, forms a three-dimensional crosslinked structure on the substrate with the amino group, which is a hydrophilic group. It has a hydrolyzable group that can form a hard film, and is the most important material of the present invention. As component (A), specifically, 3-aminopropyltrialkoxysilane, N-[2-aminoethyl]-3-aminopropyltrialkoxysilane, N-[(3-trialkoxysilyl)propyl]triethylene Tetramine, N-(
(3-)alkoxysilyl)propyl]diethylenetriamine, 3-[N-allyl-N (2-aminoethyl)]aminopropyltrialkoxysilane, p-(N
-(2-aminoethyl)aminomethyl]phenethyltrialkoxysilane, N,N-bis[(trialkoxysilyl)propyl]amine, N,N-bis(3-()alkoxysilyl)propyl]ethylenediamine, 3- Aminopropylmethyldialkoxysilane, N-[2-aminoethyl]-3-aminopropylmethyldialkoxysilane, N-((3-methyldialkoxysilyl)propyl) triethylenetetramine, N-((3-methyldialkoxysilane) alkoxysilyl)propyl] diethylenetriamine, 3-[N-allyl-N(2-aminoethyl)]aminopropylmethyldialkoxysilane, p -(N -(
2-aminoethyl)aminomethyl]phenethylmethyldialkoxysilane, N,N-bis[(methyldialkoxysilyl)propyl]amine, N,N-bis[(methyldialkoxysilyl)propyl]amine, N,N- Bis(3-(methyldialkoxysilyl)propyl)ethylenediamine, 3-aminopropyldimethylalkoxysilane, N-(2-aminoethyl)-3-aminopropyldimethylalkoxysilane, and these alkoxy groups are alkoxyalkoxy groups, acyloxy Examples include N, N-dialkylamino groups, N-alkylamido groups, N, N-dialkylaminoxy groups, ketoxime groups, alkenoxy groups, and hydroxyl groups, but depending on the availability of raw materials and coating In order to increase the strength of the film, the hydrolyzable group is preferably a trialkoxysilyl group, and from the viewpoint of easy availability of raw materials, 3-aminoprobyltrialkoxylan, N-[2-aminoethyl]-3 -aminopropyltrialkoxysilane is preferred.

The epoxy resin which is component (B) of the present invention is for improving the wettability and adhesion to various base materials such as glass, polycarbonate, and acrylic, and is the component (8) component 10.
It is added in an amount of 0.1 to 100 parts by weight relative to 0 parts by weight.

If the amount is less than 0.1 parts by weight, the above-mentioned wettability and adhesion will not be improved, and if it is more than 100 parts by weight, the antifogging properties and film strength will be adversely affected. Component (B) includes normal epoxy resins such as bisphenol A type and bisphenol F type, polypropylene glycol and polyethylene glycol with epoxidized hydroxyl groups at both ends or one end, glycerin, and a part of the hydroxyl group of polyglycerol. Or, it may be completely epoxidized, epoxidized hydroxyl group of phenol such as hydroquinone, epoxidized carboxylic acid such as phthalic acid or poly(meth)acrylic acid, or a compound with epoxy group in the molecule. Although any epoxy resin can be used, it is preferable that the epoxy equivalent is 1,000 or less in order to provide wettability and adhesion to various substrates, which are the characteristics of the present invention. In addition, in order to provide antifogging properties, polyethylene glycol, polyethylene glycol, polyglycerol, etc. having a hydrophilic main chain can be added up to 100 parts by weight based on component (8). The amount of hydrophobic epoxy resins such as bisphenol A type and bisphenol F type is preferably limited to 50 parts by weight or less based on component (A).

The alcoholic solvent as component (C) not only adjusts the viscosity of the coating agent of the present invention and makes it easier to apply, but also improves the storage stability of the coating agent, and also adjusts the drying time after application. (
Appropriate amounts must be added depending on the type and amount of component (8) and component (B), but 10 to 1
It is appropriate to decide between 0,000 parts by weight.

Specifically, component (C) includes lower alcohols such as methanol, ethanol, isopropyl alcohol, and butanol, cellosolve solvents such as methyl cellosolve, ethyl cellosolve, butyl cellosolve, cellosolve acetate, diethylene glycol monomethyl ether, and calpitol, methyl propylene glycol, Examples include propylene glycol-based solvents such as ethyl propylene glycol, butyl propylene glycol, propylene glycol monoacetate, dipropylene glycol monomethyl ether, and dipropylene glycol monoethyl ether. , the one that suits the purpose is selected.

Further, the anti-fogging agent of the present invention may contain solvents other than those exemplified as component (C) in order to adjust the viscosity, adjust the coating amount, adjust the drying time, and other reasons, but in this case, Water must not be added for any purpose other than obtaining a partially hydrolyzed condensate of component (A). Furthermore, for the purpose of hardening the film and further improving the adhesion to the base material, methyltrimethoxysilane, tetraethoxysilane, 3-glycidylpropyltrimethoxysilane,
Addition of silanes such as 3-methacryloxytrimethoxysilane, 3-mercaptopropyltrimethoxysilane, vinyltriethoxysilane, and partial hydrolysates thereof, and hydrolytic condensation polymerization of component (A). For the purpose of promotion, catalysts such as organic tin compounds, titanium compounds, aluminum chelates, etc. may be added, and antioxidants,
Leveling agents, anti-sag agents, etc. can be added. It is also possible to incorporate a surfactant, which provides even better antifogging effects, especially in the initial stage.

The anti-fogging agent of the present invention can be applied to a substrate by a simple method such as brushing or dipping, and exhibits excellent anti-fogging properties even when left as is at room temperature, but in particular heat treatment at 80 to 200°C after application is required. This results in an even harder coating that is less prone to scratches and has excellent anti-fog properties.

[Effect of the invention] The anti-fogging agent according to the present invention can be applied to glass, polycarbonate,
It can be applied to various substrates such as acrylic by simple methods such as brushing or dipping not only on flat surfaces but also on curved surfaces without any special pretreatment.It is a hard film that is hard to scratch and has excellent anti-fog properties. And the effect lasts for a long time. Further, even when processed to be transparent, the transparency is not impaired.

[Example] The present invention will be explained below with reference to an example. In addition, in Examples and Comparative Examples, parts represent parts by weight.

Examples 1 to 4 A coating agent was prepared with the composition shown in Table 1, and a glass plate, a polycarbonate (PC) plate, and an acrylic plate having the shapes shown in FIG. 1 were immersed in the coating agent, and then air-dried for 30 minutes. It was further treated at 120°C for 1 hour to form a coating (the shaded area in the figure is the coated area). In order to investigate the coating properties of the test pieces made in this way,
Various tests shown in Table 1 were conducted. The results are also shown in Table 1.

Comparative Example 1 3-aminopropyltriethoxysilane and ethanol were mixed in the proportions shown in Table 1, and as in Examples 1 to 4,
We attempted to coat glass plates, polycarbonate plates, and acrylic plates as shown in Figure 2, and conducted various tests using the test pieces.

Comparative example 2 Structural formula CB50 (CHzCHzO) a (CH2)
ssi (OCJs) 3, CH30(C)1
2cH20), C)12CH=CH2 and H5i (O
Synthesize CJs) using z as a raw material through a hydrosilylation reaction,
A coating agent was prepared by mixing with isopropyl alcohol in the composition shown in Table 1.

Next, as in Examples 1 to 4, coating was attempted on a glass plate, a polycarbonate plate, and an acrylic plate as shown in FIG. 1, and various tests were conducted using the test pieces.

Comparative Example 3 Polyacrylic acid (degree of polymerization 1, 000.25% aqueous solution)
4.0%, sodium alkylbenzene sulfonate 14
A solution consisting of 82% water was prepared and applied to a glass plate, polycarbonate plate, or acrylic plate as shown in FIG. 1, and dried for one day at room temperature to obtain a test piece. Various tests were attempted using this test piece.

All of these results are shown in Table 1.

As is clear from these test results, the antifogging agent of the present invention can be applied neatly to each substrate, and the film after heat treatment is hard and exhibits excellent antifogging properties, and this effect lasts for a long time. .

[Brief explanation of the drawing]

FIG. 1 is a perspective view showing the shape of a test piece used in Examples.

Claims (1)

[Scope of Claims] 1 (A) 100 parts by weight of an organosilicon compound having at least one each of a hydrolyzable group and an amino group in one molecule, (B) 0.1 to 100 parts by weight of an epoxy resin, and (C ) Anti-fogging agent 2 characterized in that it contains 10 to 10,000 parts by weight of an alcohol-based solvent After applying the anti-fogging agent according to claim 1 to a substrate, the
A fogging prevention method characterized by processing at 200°C.