JPH05333292A - Coating composition for spectacle frame - Google Patents

Abstract

PURPOSE:To obtain the spectacle frame having an excellent antimicrobial property, durability and beauty by using the coating compsn. contg. specific components. CONSTITUTION:This coating compsn. contains, by the total weight of the compsn. at least 1 to 10wt.% 3-(trimethoxysilyl)propyloctadecnyl dimethyl ammonium chloride, 5 to 26wt.% acetone and 62 to 93wt.% isopropyl alcohol. This compsn. is applied on at least a part of the plastic spectacle frame consisting of a propionate resin, acetate resin or polyamide resin and is dried. The compsn. contains, by the total weight of the compsn., at least 1 to 10wt.% 3-(trimethoxysilyl) propyloctadecnyl dimethyl ammonium chloride and 5 to 15wt.% ethyl acetate and/or butyl acetate is applied on at least a part of the spectacle frame made of the propionate resin and is dried. The similar effect is obtainable even by this method.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a coating composition for eyeglass frames having antibacterial properties.

[0002]

2. Description of the Related Art Dirt such as sweat and secretions adhering to eyeglass frames is a source of propagation of various bacteria such as Staphylococcus aureus, which is a skin-inhabiting bacterium, and is not only unfavorable for hygiene but also deterioration of eyeglass frames. Cause of. Therefore, it is known to include an antibacterial agent in the spectacle frame.
As an example, Japanese Utility Model Laid-Open No. 3-47513 discloses a method in which an antibacterial zeolite is kneaded into a resin component for an eyeglass frame to be contained, or an antibacterial zeolite is contained in a coating liquid, and the coating liquid is applied to an eyeglass frame, A method of drying is disclosed. Also, Japanese Patent Laid-Open No. 3-
Japanese Patent No. 249725 discloses a method in which an antibacterial substance, 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride, is kneaded and contained in a resin component for an eyeglass frame.

[0003]

However, the actual Kaihei 3
The method of kneading and containing the antibacterial zeolite disclosed in Japanese Patent Publication No. -47513 into a resin component for eyeglass frames has a problem that the weather resistance is lowered and the resin for eyeglass frames is largely discolored brown with time. Further, the method of containing antibacterial zeolite in a coating liquid, applying the coating liquid to a spectacle frame and drying it has a problem that the coating film is easily peeled off with the influence of active oxygen released from the antibacterial zeolite.

Further, the method of incorporating 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride by kneading it into a resin component for eyeglass frames, which is disclosed in Japanese Patent Laid-Open No. 3-249725, heat-stabilizes this antibacterial substance. Since the antibacterial property is 125 ° C., the antibacterial substance is easily decomposed by heat during molding, and it is difficult to obtain a good antibacterial activity. Incidentally, JP-A-3-2
Japanese Patent Publication No. 49725 also suggests a method of applying a coating solution containing the antibacterial substance to an eyeglass frame and drying the coating solution, but does not mention any specific examples of the solvent used for the coating solution. According to the study of the present inventor, it has been clarified that the obtained coating film tends to become opaque when the solvent used for the coating liquid is not appropriate, which is a big problem for the spectacle frame where aesthetics are important. It is easy to become. It has also been confirmed that the resulting coating film is likely to peel off over time.

The present invention has been made to solve the above-mentioned problems, and an object thereof is to provide a coating composition capable of obtaining an eyeglass frame having excellent antibacterial properties, durability and aesthetics.

[0006]

Means for Solving the Problems As a result of studies to achieve the above object, the following coating composition (A) was applied to at least a part of a plastic eyeglass frame made of propionate resin, acetate resin or polyamide resin. It has been found that, when dried, an eyeglass frame having excellent antibacterial properties, durability and aesthetics can be obtained.

Coating composition (A) 1-10% by weight based on the total weight of the coating composition
(Trimethoxysilyl) propyloctadecyldimethylammonium chloride, 0.5 to 26% by weight of acetone, and 62 to 93% by weight of isopropyl alcohol are contained at least. .. It was also found that when the following coating composition (B) is applied to at least a part of a propionate resin spectacle frame and dried, a spectacle frame excellent in antibacterial properties, durability and aesthetics can be obtained.

Coating composition (B) 1-10% by weight of 3-based coating composition
An eyeglass frame containing at least (trimethoxysilyl) propyloctadecyldimethylammonium chloride, 75 to 85% by weight of isopropyl alcohol, and 5 to 15% by weight of ethyl acetate and / or butyl acetate. Coating composition. It was also found that when the following coating composition (C) is applied to at least a part of a propionate resin or polyamide resin spectacle frame and dried, a spectacle frame excellent in antibacterial properties, durability and aesthetics can be obtained.

Coating composition (C) 1-10% by weight based on the total weight of the coating composition 3-
A coating composition for an eyeglass frame, which contains at least (trimethoxysilyl) propyloctadecyldimethylammonium chloride and 65 to 99% by weight of methanol.

Conventionally, propionate resin, acetate resin or polyamide resin has been mainly used as the plastic material constituting the spectacle frame. As described above, the coating composition (A) of the present invention contains propionate resin and acetate resin. Alternatively, it can be applied to a plastic eyeglass frame made of a polyamide resin (including equivalents thereof). Further, the coating composition (B) can be applied to a propionate resin (including an equivalent thereof) eyeglass frame among the plastic eyeglass frames, and the coating composition (C) is
Of the above plastic eyeglass frames, it is applicable to acetate resin or polyamide resin (including equivalents thereof) eyeglass frames.

Hereinafter, coating compositions (A) and (B)
And (C) will be sequentially described. 3- (Trimethoxysilyl) propyloctadecyldimethylammonium chloride, which is an essential component of the coating composition (A), is an antibacterial substance represented by the following structural formula.

[0012]

[Chemical 1] In the composition (A), the content of the antibacterial substance is limited to 1 to 10% by weight based on the total amount of the coating composition. The reason for this is that if it is less than 1% by weight, sufficient antibacterial activity cannot be obtained, and if it exceeds 10% by weight, the resulting coating film cannot have transparency and spoils aesthetics, which is not preferable. ..

In the composition (A), acetone and isopropyl alcohol are used as other essential components. The above-mentioned 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride (hereinafter sometimes simply referred to as "antibacterial substance") is soluble in pure water or alcohols, esters, ketones, and It is also known to be used in a state of being dissolved in a solvent. However, it has not been known to use a specific solvent in a specific ratio in order to obtain antibacterial properties, aesthetics and durability. The present inventor has used a propionate resin, which is mainly used as a conventional spectacle frame, a plastic resin spectacle frame made of an acetate resin or a polyamide resin, a specific proportion of an antibacterial substance, a specific proportion of acetone, and a specific proportion of isopropyl alcohol. It was found that an unexpected effect that a spectacle frame having good antibacterial properties, aesthetics and durability can be obtained by applying and drying the coating composition (A) containing at least

The content of acetone in the composition (A) varies depending on the material of the spectacle frame, but is 0.5 to 26% by weight based on the total amount of the coating composition. The reason is that if it is less than 0.5% by weight, the adhesion and durability of the coating film cannot be obtained, and if it exceeds 26% by weight, the eyeglass frame is easily attacked by acetone, and the obtained eyeglass frame has a beautiful appearance (gloss). This is because it is not preferable because it does not have.

Further, the content of isopropyl alcohol in the composition (A) varies depending on the material of the spectacle frame component substrate, but is 62 to 93 based on the total amount of the coating composition.
% By weight. The reason is that when the amount is less than 62% by weight, the obtained spectacle frame does not have aesthetics (gloss, transparency), and when the amount exceeds 93% by weight, the adhesion and durability of the coating film cannot be obtained.

Next, the coating composition (B) will be described. The coating composition (B) is used for an eyeglass frame made of a propionate resin as described above. The reason is that the adhesiveness of the coating film cannot be obtained when used in an eyeglass frame made of acetate resin or polyamide resin.

The coating composition (B) contains 1 to 10% by weight of the antibacterial substance [3-
(Trimethoxysilyl) propyloctadecyldimethylammonium chloride], 75 to 85% by weight of isopropyl alcohol, and 5 to 15% by weight of ethyl acetate and / or butyl acetate.

The content of the antibacterial substance in the coating composition (B) is 1 to 10% by weight for the same reason as in the case of the coating composition (A). Further, the content of isopropyl alcohol is 75 to 85% by weight, and the reason is that when the content is less than 75% by weight, the obtained spectacle frame loses aesthetics (gloss, transparency), and when it exceeds 85% by weight. This is because the adhesion and durability of the coating film cannot be obtained. The content of ethyl acetate and / or butyl acetate is 5
The reason is that if it is less than 5% by weight, the adhesiveness and durability of the coating film of the obtained eyeglass frame cannot be obtained, and if it exceeds 15% by weight, the aesthetic feeling (gloss, gloss, This is because it no longer has transparency.

Next, the coating composition (C) will be described. The coating composition (C) is used for an eyeglass frame made of acetate resin or polyamide resin as described above. The reason is that when it is used in a spectacle frame made of propionate resin, the coating film obtained may be whitened.

The coating composition (C) contains 1 to 10% by weight of the antibacterial substance [3-
(Trimethoxysilyl) propyloctadecyldimethylammonium chloride] and 65 to 99% by weight of methanol. The content of the antibacterial substance in the coating composition (C) is the same as that in the coating composition (A). The content of methanol is 65 to 99% by weight. When the amount of methanol is less than 65% by weight, the resulting coating film is whitened and impairs aesthetics, while when it exceeds 99% by weight, the amount of the antibacterial substance is relatively less than 1% by weight and antibacterial properties cannot be imparted. Therefore, neither is preferable.

The coating compositions (A), (B),
In (C), as long as the effect of the present invention is not impaired, a solvent other than the essential component solvent, an antibacterial substance other than the essential component 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride, an ultraviolet absorber, You may add auxiliary agents, such as a surfactant and a dye.

Coating compositions (A), (B),
The application of (C) to the spectacle frame is performed on all or a part of the spectacle frame, but it is particularly preferable to apply it to the head, hair, and the contact portion with the face (for example, the temple portion and the nose pad portion).

The coating amount of the coating composition is appropriately selected so that the thickness of the coating film formed after drying is in angstrom units. As a method for applying the coating composition, there are a dipping method, a brush coating method, a spray method and the like, and the dipping method is particularly preferable. In the dipping method, the dipping time is usually about 3 seconds to 3 minutes, although it depends on the desired physical properties of the film. The reason is that if it is less than 3 seconds, the coating liquid does not sufficiently penetrate into the base material, so that strong adhesion cannot be obtained, while if it exceeds 3 minutes, the base material is adversely affected (dissolution of the base material). is there.

In the dipping method, the pulling rate is also important, which depends on the viscosity of the coating composition,
The pulling rate is preferably 12 to 20 cm / min.

In general, when the pulling speed is high, what is called sagging or armpit is likely to occur, it is difficult to keep the film thickness uniform, and the appearance may be damaged at the time of completion. If the pulling speed is slow, the specified film thickness cannot be obtained, or the workability becomes poor, resulting in high cost. However, since the coating composition of the present invention has a low viscosity and the thickness of the coating layer to be produced is thin in angstrom units, sagging, armpits, etc. do not occur due to the influence of the pulling rate, and the film thickness is easily uniform. It can be kept and does not spoil the appearance.
Further, in this dipping method, the dipping direction can be changed and the dipping operation can be performed a plurality of times. For example, when the film thickness is different between the upper part and the lower part, or when the bubbles adhering to the parts are removed,
After the first dipping operation, the second dipping operation can be performed by reversing the upper part and the lower part. When a low-viscosity coating liquid is used, it is preferable to repeat the dipping operation a plurality of times. The thickness of the coating film finally obtained can be controlled by the number of dipping operations. The dipping operation is preferably performed in a clean room where the temperature and humidity are controlled so that dust and foreign matter do not mix.

Next, the coating composition applied to the spectacle frame is dried. As a drying method, natural drying or hot air drying is preferably used. Particularly preferred is a method combining both. If the temperature is suddenly raised during drying,
Additives such as plasticizers in the spectacle frame material may adversely affect the coated surface and cause cracks and whitening, so it is preferable to perform drying gradually. The most preferable temperature range is 50 ° C. to 60 ° C. when the spectacle frame is an acetate resin, 50 ° C. to 60 ° C. when the propionate resin is 80 ° C. to 100 ° C. when the polyamide resin is a polyamide resin.
If the resin has excellent heat resistance, it is generally possible to raise the temperature within the heat resistant temperature range, and by raising the temperature, the adhesion and the coating film strength can be increased. Further, in the case of hot air drying, it is preferable to use clean air that has passed through a filter.

The spectacle frame with a coating film obtained by applying the antibacterial agent-containing coating composition of the present invention to the spectacle frame and drying the film has excellent adhesion between the spectacle frame and the coating film, so that film baldness is prevented. Do not wake up. Therefore, the antibacterial action is maintained for a long time, and the deterioration of the spectacle frame is prevented. In addition, the obtained coating film (coating film) has transparency and does not attack the substrate, so that the obtained spectacle frame has a beautiful appearance.

The spectacle frame referred to in the present invention means the spectacle frame itself or a component used when manufacturing the spectacle frame, specifically, a frame portion, a temple portion,
It means all of the front part and the pad part.

[0029]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

Example 1 (Coating composition (A)) A propionate resin (trade name: Denite propionate, manufactured by Eastman Kodak Co.) was used as a spectacle frame component substrate. 4 as the coating composition (A)
0% by weight of 3- (trimethoxysilyl) propyl octadecyldimethylammonium chloride (trade name: PO
LONMF-50, manufactured by Shin-Etsu Chemical Co., Ltd., 7.5 parts by weight of methanol solution (3 parts by weight of antibacterial substance + 4.5 parts by weight of methanol), 92 parts by weight of isopropyl alcohol,
A mixture obtained by adding 0.5 part by weight of acetone and stirring was used.
3 parts of the propionate resin was added to the coating composition.
The coating composition was applied onto the resin by immersing it for 0 second, and dried by heating at 60 ° C. for 13 hours. The eyeglass frame components thus obtained were tested and evaluated for the following items.

(A) Antibacterial activity test Generally, the antibacterial activity test method differs depending on the type of antibacterial agent, and the shake flask method is preferred for non-eluting type 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride. Therefore, the antibacterial activity test was conducted on Staphylococcus aureus and Bacillus subtilis by the II-2 shake flask method (textile product hygiene processing council) of the processing effect evaluation test manual for antibacterial and deodorant processed products. A predetermined amount of the Staphylococcus aureus test liquid and the Bacillus subtilis test liquid were placed in each Erlenmeyer flask, and the antibacterial eyeglass frame and eyeglass frame parts were cut into a predetermined size and placed. After that, with the wrist action shaker, the rotation speed is 320 to 340.
After shaking for 1 hour at rpm, the number of bacteria [A] before shaking and the number of bacteria [B] after shaking were compared. For comparison, an unprocessed product which was not subjected to antibacterial processing was also tested. In addition, when the sterilization rate of the unprocessed product is X (%), | X | <10
If (%), this test is considered valid. The sterilization rate was calculated by the following formula.

[0032]

[Equation 1] (B) Durability test Ultrasonic glasses cleaning equipment for eyeglass frame parts (Product name:
HOYA My Cleaner II, manufactured by HOYA Co., Ltd.
After washing for 6 hours, a few drops of bromophenol blue (hereinafter simply referred to as "BP") indicator prepared by dissolving 0.1 parts by weight of bromophenol blue in 49.9 parts by weight of methanol were dropped. Bromphenol blue indicator turns blue by reacting with the quaternary ammonium salt of the antimicrobial substance. Therefore, since the blue part is the coating layer, the remaining ratio of the blue part was examined. The evaluation criteria are as follows. A ... Remaining rate of 80% or more B ... Remaining rate of 60 to 79% C ... Remaining rate of 40 to 59% D ... Remaining rate of 20 to 39% E ... Remaining rate of less than 20% (c) Transparency Visual inspection of the surface of the eyeglass frame component Then, the appearance was examined. ○: No change from the eyeglass frame component board.

X: The surface of the spectacle frame component substrate is rough or the coating film is cloudy.

(D) Light resistance test A spectacle frame component was irradiated with a xenon lamp for 200 hours using a Xenon arc weather meter manufactured by Suga Test Instruments Co., Ltd. to visually examine whether the spectacle frame component was colored. ○: No change ×: Colored

The results of these tests are shown in Table 1. As can be seen from Table 1, the spectacle frame parts obtained in Example 1 are
It had excellent antibacterial properties, durability and transparency (aesthetics).

Examples 2 to 5 (Coating composition (A)) The procedure was carried out in the same manner as in Example 1 except that the type of the substrate and the composition of the coating composition (A) were changed as shown in Table 1. .. The results are as shown in Table 1, the same antibacterial properties as in Example 1,
A spectacle frame component having excellent durability and transparency (aesthetics) was obtained.

[0037]

[Table 1] Example 6 (Coating composition (B)) An acetate resin (trade name: ACETI, manufactured by Daicel Chemical Industries, Ltd.) was used as a base material, and the composition of the coating composition (B) was an antibacterial substance 3- ( Trimethoxysilyl) propyloctadecyldimethylammonium chloride 4
The same procedure as in Example 1 was carried out except that 5 parts by weight of ethyl acetate, 6 parts by weight of methanol, and 85 parts by weight of isopropyl alcohol were used. As a result, as shown in Table 2, eyeglass frame parts having excellent antibacterial properties, durability, and transparency (aesthetics) were obtained as in Example 1.

Examples 7 to 9 (Coating composition (B)) The procedure of Example 6 was repeated except that the composition of the coating composition (B) was changed as shown in Table 2. As shown in Table 2, as in Example 6, a spectacle frame component having excellent antibacterial properties, durability and transparency (aesthetics) was obtained.

[0039]

[Table 2] Example 10 (Coating composition (C)) An acetate resin (trade name: ACETI, manufactured by Daicel Chemical Industries, Ltd.) was used as a substrate, and the coating composition (C) was used.
The same procedure as in Example 1 was carried out except that the composition was changed to 4 parts by weight of antibacterial substance and 96 parts by weight of methanol. As a result, as shown in Table 3, spectacle frame parts having excellent antibacterial properties, durability and transparency (aesthetics) were obtained.

Examples 11 to 13 (Coating composition (C)) The procedure of Example 10 was repeated except that the composition of the coating composition (C) was changed as shown in Table 3. As a result, as shown in Table 3, eyeglass frame parts having excellent antibacterial properties, durability and transparency (aesthetics) were obtained as in Example 10.

[0041]

[Table 3] Comparative Example 1 For comparison with the coating composition (A), a coating composition containing no acetone was prepared and examined for various physical properties. The details are as follows. 3 which is an antibacterial substance
A comparative coating composition consisting of 2 parts by weight of-(trimethoxysilyl) propyloctadecyldimethylammonium chloride, 3 parts by weight of methanol and 95 parts by weight of isopropyl alcohol was prepared, and the substrate was changed to a propionate resin in the same manner as in Example 1. A spectacle frame part with a coating film was produced. As a result, as shown in Table 4, the film was peeled off by ultrasonic cleaning and there was a problem in durability.

Comparative Example 2 For comparison with the coating composition (A), a comparative coating composition containing a predetermined amount or more of acetone was prepared and its physical properties were examined. The details are as follows. The substrate was made of acetate resin, and 28 parts by weight of acetone and 62 parts by weight of isopropyl alcohol as shown in Table 4 were used to manufacture a spectacle frame part with a coating film in the same manner as in Example 1. As a result, as shown in Table 4, the obtained antibacterial coating film was whitened and spoiled the aesthetics.

Comparative Examples 3 and 4 In order to compare with the coating composition (B), isopropyl alcohol or ethyl acetate or butyl acetate, which is not a predetermined amount as shown in Table 4, was added in the same manner as in Example 1. An eyeglass frame part was produced. As a result, as shown in Table 4, the eyeglass frame component of Comparative Example 3 did not have good durability, and the antibacterial coating film obtained in the eyeglass frame component of Comparative Example 4 was whitened.

[0044]

[Table 4] Comparative Examples 5 and 6 For comparison with the coating composition (C), a spectacle frame part was produced in the same manner as in Example 1 except that a predetermined amount of methanol was added as shown in Table 4. As a result, as shown in Table 5, the antibacterial coating film obtained in the spectacle frame component of Comparative Example 5 was whitened, and Comparative Example 6
Spectacle frame parts were not durable.

Comparative Example 7 The performance of a spectacle frame part with a coating film was examined when a coating solution containing pure water in excess of a predetermined amount was used as a solvent. That is, eyeglass frame parts using the pure water-containing coating composition shown in Table 5 were produced. The results are shown in Table 5. As shown in Table 5, the spectacle frame component of this comparative example had poor durability.

Comparative Example 8 Plasma treatment (O ₂ gas, vacuum degree 0.4 Torr,
The same procedure as in Comparative Example 7 was performed except that the base material subjected to 30 seconds) was used. As a result, as shown in Table 5, the durability was improved as compared with Comparative Example 7, but the durability was still inferior.

Comparative Example 9 As shown in Table 5, eyeglass frame parts were produced using the coating composition containing a predetermined amount or more of acetone. As a result, as shown in Table 5, whitening was observed in the obtained antibacterial coating film, which was not aesthetically pleasing.

[0048]

[Table 5]

[0049]

As described above in detail, according to the present invention, there is provided a coating composition for an eyeglass frame capable of providing an eyeglass frame having excellent antibacterial properties, durability and aesthetics.

Claims (4)

[Claims] 1. 1 to 1 relative to the total amount of the coating composition
0% by weight of 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride, 0.5-2
A coating composition for a plastic eyeglass frame, which contains at least 6% by weight of acetone and 62 to 93% by weight of isopropyl alcohol. 2. 1 to 1 relative to the total amount of the coating composition
0-wt% 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride, 75-85
A propionate resin eyeglass frame coating composition comprising at least 5% by weight of isopropyl alcohol and at least 5 to 15% by weight of ethyl acetate and / or butyl acetate. 3. 1 to 1 relative to the total amount of the coating composition.
0-wt% 3- (trimethoxysilyl) propyloctadecyldimethylammonium chloride, 65-99
A coating composition for an eyeglass frame, which is made of an acetate resin or a polyamide resin, containing at least% by weight of methanol. 4. An eyeglass frame, which is obtained by applying the coating composition for an eyeglass frame according to any one of claims 1 to 3 to at least a part thereof and drying the composition.