JPS604565A - Coating composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The development of low cost, resistant coating compositions is highly sought after. Coating compositions have wide application in various fields. However, coating compositions offering high chemical resistance are characterized by high cost.

The development of such coating compositions characterized by low cost is clearly desirable.

In addition, it has various desirable properties, in particular resistance to chemical influences for application to wood, particle board, etc. as well as metal surfaces such as aircraft surfaces, such as for example shedding fuel and hydraulic fluids which are normally corrosive. It would be desirable to develop a low cost, resistant coating composition that would provide resistance to and protect the leading edge of an aircraft from other substances. It would be desirable to provide a coating material that can be easily applied in a thin, highly protective coating without changing the physical appearance of the coated material. Additionally, it would be desirable to provide a coating material that dries rapidly under atmospheric conditions.

It is easy to see that there are many different requirements for successful coating materials. In this technology, +Ii
Although successful coating materials have been sought that meet the requirements set forth in Section 7, they often have drawbacks that reduce the advantages of such technical materials.

Therefore, the main object of the present invention is to provide a low cost resistant pufferfish composition.

Yet another object of the present invention is to provide a coating composition that is suitable for a variety of applications and that can be easily applied as a thin, highly protective coating to a variety of surfaces such as wood, metal, etc. be.

Other features and advantages of the invention will become apparent from the description below.

According to the present invention, the above objects and advantages are easily achieved and a low cost resistant coating composition is readily obtained. The coating compositions of the invention are characterized by low cost and good protection. The composition comprises at least one polyurethane-forming reagent containing a plurality of isocyanate groups selected from the group consisting of cyclopentadiene, dicyclopentadiene, derivatives thereof, and mixtures thereof. Consists of reaction products with substances. The coating composition is prepared by reacting the above-mentioned materials together under ambient conditions, preferably in the presence of an effective catalyst and optionally in the presence of an inert solvent such as benzene or toluene. Manufactured.

The present invention particularly applies to films, foils, etc. as surface coatings.
The present invention relates to chemistry and particularly novel organic polymer compositions for providing desirable improved physical and chemical properties when applied onto textile products and other textile products.

The composition comprises at least one polyurethane-forming reagent containing a plurality of .f-socyanate-1. groups, e.g. 2 to 6 per molecule, as the main starting component;
For example, they are prepared using toluene diisocyanate, diphenylmethane diisocyanate, phenylcyisocyanate, diphenyl diisocyanate or naphthyl polyisocyanate.

Such polyisocyanate compounds or mixtures of said compounds are treated in the presence of air and an effective catalyst such as cobalt, manganese, calcium, lead, naphthene-1, etc., and optionally an inert catalyst such as benzene or toluene. cyclopentadiene or dicyclopentadiene in the presence of a solvent, or their hydroxylated derivatives, which can be readily prepared by treating dicyclopentadiene in the presence of at least approximately equal amounts of cyclopentadiene or air. , for example with monohydroxy or polyhydroxydicyclopentadiene or dicyclopentenyl alcohol, epoxides or mixtures thereof.

The reaction proceeded immediately and vigorously, as fq 411
It is indicated by the temperature t-yI of the two compounds. Generally, as the reaction progresses and heat is generated, the solution becomes thicker;
The clearing light gives it a purplish-gold color, apparently due to some relatively slight decomposition during the reaction, resulting in the formation of a premature colloidal carbonaceous product.

Generally, equimolar I4Y isocyanate and cyclopentadiene materials are used for the NGO-containing group of the incyanate, but the equimolar -4) can be easily varied without risk, e.g. Some oaks may have non-reactive substituents that can be easily removed if desired. Ultraviolet absorbers, such as benzophenones, are desirable to prevent denaturation upon exposure to sunlight.

Any polyurethane-forming reagent containing a plurality of incyanate substituents per molecular unit, such as those described in Section 1, can be readily used. These materials are known in the art, and a variety of such materials can be readily used. Similarly, cyclopentadiene or cyclopentadiene or hydroxylated derivatives thereof are known in the art, and examples of representative materials are found in U.S. Pat. No. 2,393,610.2,358,314.
2,375.767.2,393,609.2.393
, 611 and 2,416,250.

The invention will be more readily understood by consideration of the illustrative examples below.

Contains 226.66g of 29.3% NGO
The polymeric methylenecyphenyl diisocyanate I material was mixed with 250 g of liquid dicyclopentenyl alcohol at room temperature. 23.8 g of cobalt naphthane-1. (6% solution) was added to the mixture as a catalyst. The reactants were combined by shaking under ambient conditions. The reaction was carried out by increasing the temperature to -1) until the temperature reached about 130°C within about 30 minutes. The resulting mixture had a purple color. The reaction mixture was allowed to cool to room temperature. It took about 55 minutes for the mixture to reach room temperature from the start of the reaction. Immediately a solid crystalline material begins to precipitate, and precipitation continues during the reaction and cooling;
After cooling, 11 purple solid material leaked out. After cooling, 312 g of toluene was added as a solvent to dissolve the solid material.

After dissolution, a portion of the material was applied in a thin film to an aluminum test plate. The film was dry to the touch in about 7 minutes. The film was left to dry overnight for about 24 hours. The result was a hard, brittle, colorless coating that was easily soluble in toluene. After 72 hours the coating was still 11f soluble in toluene, but after 24 hours it was no longer soluble. The resulting coating was found to be a low cost protective coating, which was found to be highly protective against various reagents such as alkalis.

Example ■ The coating composition from Example ■ was applied to a wood surface, but diluted further to allow brush or spray coating application. That is, about 600 g of toluene was used as a solvent to dissolve the solid material. The resulting coating was brushed onto the plywood material used in the concrete form. A thin film was applied by brushing the coating twice. The first coat was allowed to air dry for approximately 15 minutes, and then the second coat was applied. These two coats were heat dried for 24 hours. The coated surface is covered with concrete, left to harden, and then 6
I left it alone for a few months. When the coated plywood material was removed after 6 months, there was no obvious deterioration of the wood surface that was in contact with the concrete. It was found that the coated material remained intact and the wood surface was completely protected from corrosion by alkaline concrete.

Example ■ 142 g of polymethylene polyphenyl isocyanate material containing 31.5% NGO is mixed with 150 g of dicyclopentenyl alcohol and 15 g of cobalt natunate (6% solution) as catalyst. Added to the mixture. To make up the liquid of 311 Ft.
Liquid toluene was added to the mixture. The ingredients were mixed together by shaking at room temperature. The mixture was heated,
The example mixture, which did not contain toluene in the reaction mixture, was not heated nearly as much.

In addition, the reaction mixture did not become solid due to the presence of toluene, but it smelt during the reaction process.

The resulting coating composition was applied to plywood as in Example M, covered with concrete, and also as in Example II.
I left it for 6 months like inside. Even using this substance, the same results as in Example 2 were obtained.

24 g of toluene di-isocyanate containing 48.3% NGO were mixed with 25 g of dicyclopentenyl alcohol. The mixture was shaken together without catalyst and without toluene diluent. The materials reacted together to generate heat, but the reaction mixture did not reach the temperature of the example process due to the lack of catalyst. The maximum temperature reached was about 90°C within about 30 minutes. The mixture was cooled to room temperature and took about 40 minutes from the start of the reaction to reach room temperature. A solid, light brown substance formed.

After cooling, 70 g of toluene was added to dissolve the solid material. When the resulting material was coated onto a metal plate, a highly protective coating was produced.

30.2 g of a polymeric methylene diincyanate material containing 30% NGO was mixed with 31.7 g of dicyclopentenyl alcohol and 49 g in the presence of 3 g of cobalt natunate (6% solution). was reacted with toluene. The materials were reacted together in a circular manner as in Example 1. The results were substantially the same as in Example ①. Application of the resulting coating composition to metal surfaces produced a highly protective, low cost coating that was resistant to a variety of chemical reagents.

The invention may be embodied in other forms or carried out in other ways without departing from its spirit or essential characteristics. Accordingly, the present embodiments are entirely illustrative and not restrictive, and the scope of the invention is indicated by the claims, and all modifications that come within their meaning and scope are to be embraced.

Claims (1)

[Scope of Claims] 1. A group consisting of at least one polyurethane-forming reagent containing a plurality of incyanate groups and cyclopentadiene, dicyclopentadiene, derivatives thereof, and mixtures thereof. A low cost, resistant coating composition consisting of a reaction product with a substance selected from: 2. Polyurethane-forming reagent is 2 to 6 per molecule position
2. A coating composition according to claim 1, containing 2 incyanate substituents. 3. The polyurethane-forming reagent is toluene diisocyanate, diphenylmethylene diisocyanate, polymethylene polyphenylinocyanate, methylene diisocyanate,
The coating composition of claim 1 selected from the group consisting of incyanate, naphthyl polyisocyanate, phenyl di-isocyanate, and mixtures thereof. 4. The coating composition of claim 1, wherein the polyurethane-forming reagent is reacted with dicyclopentenyl alcohol. 5. The coating composition of claim 1, wherein the reaction product is mixed with an effective amount of an inert solvent.