JPH0329249B2 - - Google Patents

Description

[Detailed description of the invention]

Purpose of the Invention (Field of Industrial Application) The present invention is a method for applying paints or adhesives to the surface of various synthetic rubbers including polyolefin vulcanized rubber, or various synthetic resins including polyolefin synthetic resins and vinyl chloride. The present invention relates to a primer composition that is applied as an undercoat to enhance the adhesion of these products. (Prior technology) There are many types of industrial rubber products, but polyolefin vulcanized rubbers such as ethylene-propylene-diene ternary copolymer rubber (EPDM) and ethylene-propylene copolymer rubber (EPM) are particularly popular. It exhibits outstanding performance in terms of weather resistance, aging resistance, ozone resistance, etc., and the operating temperature range is -50℃ to 150℃.
Rubber has excellent features such as being able to cover a wide range of areas, so it is now used in a wide variety of fields. In addition, depending on the application, natural rubber (NR), styrene-butadiene copolymer rubber (SBR), butadiene rubber (BR), isobutylene-isoprene copolymer rubber (IIR), chloroprene rubber (CR), acrylonitrile can be added to the above EPDM or EPM. -Rubbers blended with synthetic rubbers such as butadiene copolymer rubber (NBR), or rubbers blended with resins such as ABS resin, styrene resin (PS), polyethylene (PS), and polypropylene (PP) are also used in many fields. There is. In addition, polyolefin-based synthetic resins such as PP and PE mentioned above, like polyolefin-based vulcanized rubber, have excellent performance in terms of weather resistance, aging resistance, ozone resistance, etc., and are inexpensive, so they are used in various vehicles. It is used in a wide range of applications such as parts and electrical products. (Problem to be solved by the invention) However, polyolefin-based vulcanized rubbers such as EPDM and EPM, and polyolefin-based synthetic resins such as PP and PE do not contain polar groups in the main chain of their molecules, so they are reactive. The problem is that even if paint or adhesive is applied to the surface of a molded product made from these rubbers or resins, the resulting coating film is likely to peel off. However, although many countermeasures have been attempted to address the above-mentioned drawbacks, no satisfactory solution has yet been found. In addition, with molded products made from resins containing large amounts of plasticizer, such as vinyl chloride, the plasticizer migrates to the surface after long-term use, so paints and adhesives applied to the surface do not adhere well. The disadvantage is that the power gradually decreases. As a result of repeated research in view of the above problems, the present inventor has arrived at the present invention by discovering a primer composition that has strong adhesion to polyolefin vulcanized rubber, polyolefin synthetic resin, vinyl chloride, etc. This is what I did. Structure of the Invention (Means for Solving the Problems) That is, the present invention provides a method for applying paint to the surface of a molded product made of polyolefin vulcanized rubber such as EPDM or EPM, polyolefin synthetic resin such as PP or PE, or vinyl chloride resin. A hydrocarbon polymer with a saturated or partially saturated main chain having at least one hydroxyl group at the end and one of the following (a) or (b) can be used as a primer when applying adhesives or adhesives. Primer composition mixed with. (a) A mixture of at least one polymethacrylic acid derivative or polyacrylic acid derivative and chloroprene rubber. (b) A polymer consisting of at least one methacrylic acid derivative or acrylic acid derivative and chloroprene rubber. By adopting this method, the above-mentioned problems are solved. (Function) According to the above structure, (a) at least one of polymethacrylic acid derivatives or polyacrylic acid derivatives, chloroprene rubber, and a carbonized carbon whose main chain is saturated or partially saturated and has at least one hydroxyl group at the end. A mixture with a hydrogen-based polymer, or (b) a polymer consisting of at least one methacrylic acid derivative or acrylic acid derivative and chloroprene, and a saturated or partially saturated carbonized main chain with at least one hydroxyl group at the end. Mixtures with hydrogen-based polymers have strong adhesion to polyolefin-based vulcanized rubber, polyolefin-based synthetic resins, and vinyl chloride resins, so by using this mixture as an undercoat, polyolefin-based vulcanized rubber, polyolefin-based synthetic resins, and vinyl chloride resins can be used. The adhesion of paints and adhesives applied to the surface of molded products made of sulfur rubber, polyolefin synthetic resin, vinyl chloride resin, etc. is greatly improved. (Example) Hereinafter, the constituent components of the primer composition of the present invention will be explained by giving specific examples. First, a hydrocarbon polymer whose main chain containing a hydroxyl group is saturated or partially saturated contains one or more, preferably 1.8 to 5.0, hydroxyl groups in one monomer molecule, and whose main chain is saturated or partially saturated. Partially saturated average molecular weight 500-50,000, preferably
1,000 to 20,000 polyhydroxy polybutadiene polymer (Japanese Patent Application Laid-Open No. 142695/1983), or polyhydroxy polyolefin with an average molecular weight of 1,000 to 5,000 and having a hydroxyl group at the end of the molecule (manufactured by Mitsubishi Chemical Industries, product name "Polytail-H", " Politere-HA”). Since all of the above-mentioned hydrocarbon polymers contain hydroxyl groups in their molecules, they are characterized in that compositions with various properties can be obtained by utilizing the reactivity of these hydroxyl groups. Next, polymethacrylic acid derivatives include methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, iso-butyl methacrylate,
Examples include polymers obtained by polymerizing 2-ethylhexyl methacrylate, isodecyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, glycidyl methacrylate, and dimethylaminoethyl methacrylate in a conventional manner. Polyacrylic acid derivatives include methyl acrylate, ethyl acrylate, n-butyl acrylate, iso-butyl acrylate, 2-ethylhexyl acrylate, isodecyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, glycidyl acrylate, dimethyl Examples include polymers obtained by polymerizing aminoethyl acrylate in a conventional manner. Furthermore, it is also possible to use a polymer obtained by mixed polymerization of several kinds of the above-mentioned methacrylic acid derivatives and acrylic acid derivatives, a polymer of methacrylic acid or acrylic acid, and the like. The primer composition of the present invention can be obtained by mixing the above-exemplified hydrocarbon polymer, a polymethacrylic acid derivative and/or a polyacrylic acid derivative, and chloroprene rubber in a solvent. rubber 100
Polymethacrylic acid derivative and/or
Alternatively, it is necessary that the polyacrylic acid derivative be in a range of 10 to 500 parts by weight; if it exceeds 500 parts by weight, the hardness of the primer composition increases, resulting in a brittle coating film. Moreover, no improvement in adhesion is observed when the amount is less than 10 parts. Next, the mixing ratio of the hydrocarbon polymer in the primer composition may be arbitrary, and changing the ratio has almost no effect on the adhesion effect. Further, the primer composition of the present invention is obtained by reacting a mixture of at least one derivative selected from the various methacrylic acid derivatives and acrylic acid derivatives exemplified above and chloroprene rubber in a solvent according to a conventional method. It can also be obtained by mixing a polymer and the above hydrocarbon polymer. The polymer at this time is a mixture of methacrylic acid derivatives and/or acrylic acid derivatives in a ratio of 10 to 500 parts by weight to 100 parts by weight of chloroprene rubber, and if it exceeds 500 parts by weight, the primer composition The hardness of the product increases and the coating becomes brittle, and if the amount is less than 10 parts, no improvement in adhesion is observed. Although some aspects of the structure of the obtained polymer are unclear, it is estimated that about 95% of the methacrylic acid derivative and/or acrylic acid derivative is graft-polymerized with chloroprene rubber. Further, the mixing ratio of the polymer and the hydrocarbon polymer in this primer composition may be arbitrary, and changing the ratio has almost no effect on the adhesion effect. Next, the above primer composition can be applied to various synthetic resins such as PP, PE, and vinyl chloride, as well as polyolefin vulcanized rubber such as EPDM and EPM. Said NR in an amount within a range that does not cause loss,
It also includes rubber components such as SBR, IIR, CR, and NBR, and resin components such as ABS resin, PS, PE, PP, and ethylene-vinyl acetate copolymer resin. In addition, the above-mentioned polyolefin-based vulcanized rubber and those to which the above-mentioned various rubber components and resin components are added usually contain compounds such as sulfur, morpholine disulfide, and dicumyl peroxide as vulcanizing agents. Oxide, 2- as a vulcanization accelerator
Mercaptobenzothiazole, zinc dimethyldithiocarbamate, tetramethylthiuram disulfide, phenyl-α-naphthylamine as an antiaging agent, antioxidant, and antiozonant, 2,
6-di-t-butyl-p-cresol, carbon black, magnesium carbonate, clay as fillers, dioctyl sebacate, mineral oil, etc. as plasticizers are added. No special equipment is required to apply the primer composition, and the primer composition can be applied simply by a conventional coating method such as dipping, spraying, or brushing. Furthermore, since the above primer composition is a one-component type, it has a very long pot life, and if the viscosity increases due to evaporation of the solvent, the viscosity can be adjusted by adding the solvent again. From saturated hydrocarbons such as hexane and cyclohexane; aromatic hydrocarbons such as benzene, toluene, and xylene; ethers such as dioxane and tetrahydrofuran; acetate esters such as ethyl acetate and propyl acetate; ketones such as acetone, cyclohexanone, and methyl ethyl ketone. It is an appropriately selected solvent or a mixed solvent consisting of two or more kinds. Hereinafter, the structure and adhesion effect of the primer composition of the present invention will be explained in detail using Examples. (All parts are parts by weight.) Example 1 99 parts of chloroprene rubber, 49.5 parts of polymethyl methacrylate, and 1 part of polyhydroxypolyolefin "Polytail-H" (trade name) manufactured by Mitsubishi Chemical Industries, Ltd. as a hydrocarbon polymer were mixed in toluene/ A primer composition was prepared by dissolving it in 4,850 parts of a mixed solvent consisting of 1/1 n-hexane. Example 2 90 parts of chloroprene rubber and methyl methacrylate
90 parts and toluene/so that the solid content is 3%.
Diluted with a mixed solvent consisting of n-hexane = 1/1, and added benzoyl peroxide as a polymerization initiator.
0.05 part was added and the reaction was carried out at 80°C for 8 hours to obtain a polymer. Next, the viscous liquid containing the above polymer was mixed with a mixed solvent consisting of toluene/n-hexane = 1/1.
Dilute with 58,710 parts and further add 10 parts of "Polytail-H"
A primer composition was prepared by adding a portion of Example 3 80 parts of chloroprene rubber, 160 parts of polyethyl methacrylate, and 20 parts of polyhydroxypolyolefin "Polytail-HA" (trade name) manufactured by Mitsubishi Chemical Industries, Ltd. as a hydrocarbon polymer were mixed in toluene/n-
A primer composition was prepared by dissolving it in 8406 parts of a mixed solvent consisting of 1/1 hexane. Example 4 50 parts of chloroprene rubber and 50 parts of methyl acrylate
parts and toluene/n so that the solid content is 3%.
- diluted with a mixed solvent consisting of hexane = 1/1,
Benzoyl peroxide 0.05 as polymerization initiator
The mixture was reacted at 80°C for 8 hours to obtain a polymer. Next, the viscous liquid containing the above polymer was mixed with 3950 ml of a mixed solvent consisting of toluene/n-hexane = 1/1.
1 part, and further added 50 parts of "Polytail-HA" to prepare a primer composition. Example 5 20 parts of chloroprene rubber, 500 parts of polypropyl methacrylate, and 80 parts of "Polytail-H" were mixed in a mixed solvent consisting of toluene/n-hexane = 1/1.
A primer composition was prepared by dissolving 19,400 parts. Example 6 10 parts of chloroprene rubber and 1 part of methyl acrylate
parts and toluene/so that the solid content is 3%.
Diluted with a mixed solvent consisting of n-hexane = 1/1, and added benzoyl peroxide as a polymerization initiator.
0.05 part was added and the reaction was carried out at 80°C for 8 hours to obtain a polymer. Next, the viscous liquid containing the above polymer was mixed with a mixed solvent of toluene/n-hexane = 1/1.
1 part, and further added 90 parts of "Polytail-HA" to prepare a primer composition. Example 7 1.0 part of chloroprene rubber, 1.0 part of polymethyl methacrylate, and 99 parts of "Polytail-H" were mixed in a mixed solvent consisting of toluene/n-hexane = 1/1.
A primer composition was prepared by dissolving 3233 parts. Next, in order to examine the adhesion of the primer compositions of Examples 1 to 7, an adhesion test was conducted using the following method. Test 1 A rubber compound having the composition shown in Table 1 was heated at 160°C for 30
A 2 mm thick base material made of EPDM was produced by vulcanization for 1 minute, and this was cut into a 100 mm x 100 mm square to prepare a test piece.

[Table] Next, for each of the above test pieces, Example-1 to
The primer composition of No. 7 was applied by the dipping method and air-dried for 30 minutes at room temperature, and then a urethane paint obtained by reacting a urethane composition having the composition shown in Table 2 at 80°C for 3 hours in dry nitrogen gas was applied. at room temperature
Allowed to cure for 24 hours.

[Table] After that, the adhesion of the urethane coating of each test piece was examined by a cross-cut test, and as a result, all test pieces showed sufficient adhesion (100/100). Test 2 Vinyl chloride resin having the composition shown in Table 3 was heated at 170°C.
A 2mm thick base material is manufactured by extrusion molding, and this is
Test pieces were prepared by cutting into 100 mm x 100 mm squares.

[Table] Next, Examples 1 to 7 were applied to each of the above test pieces.
After applying the primer composition by the dipping method and air drying at room temperature for 30 minutes, apply a urethane paint obtained by reacting a urethane composition having the composition shown in Table 2 at 80°C for 3 hours in dry nitrogen gas. 24 at room temperature
Allowed to cure for hours. Thereafter, the adhesion of the urethane coating of each test piece was examined by a cross-cut test, and as a result, all test pieces showed sufficient adhesion (100/100). Test 3 The primer compositions of Examples 1 to 7 were applied to each of the test pieces made of the EPDM base material prepared in Test 1 above by a dipping method, and after air-drying at room temperature for 30 minutes, the compositions of the compositions shown in Table 4 were applied. A chloroprene adhesive was applied and allowed to air dry at room temperature for 24 hours.

【table】

[Table] After that, the adhesion of the chloroprene-based adhesive applied to the surface of each test piece was examined by a goblin test. As a result, all test pieces showed sufficient adhesion (100/100). Ta. Test 4 Next, the EPDM created in Test-1 above
Two test pieces made of the base material were prepared, and the primer composition of Example 1 was applied to each of the test pieces by a dipping method, and after air-drying at room temperature for 30 minutes, a chloroprene-based material having the composition shown in Table 4 was applied. Adhesive was applied. Thereafter, both test pieces were pasted together so that the adhesive-coated surfaces overlapped with each other, and after air-drying at room temperature for 24 hours, a tensile shear test was conducted at a speed of 30 mm/sec. Further, the primer compositions of Examples 2 to 7 were also subjected to tensile shear tests in the same manner, and the results shown in Table 5 were obtained.

[Table] The compositions of Comparative Examples 1 to 9 below have been conventionally used as undercoating agents for polyolefin-based vulcanized rubbers and polyolefin-based synthetic resins. Comparative Example 1 A primer composition was prepared by diluting "Ester Resin-20" (manufactured by Toyobo Co., Ltd., saturated polyester resin) with a mixed solvent consisting of methyl ethyl ketone/toluene = 1/9. Comparative Example 2 A primer composition was prepared by diluting "Vinyl Light-VMCH" (manufactured by Union Carbide, a vinyl chloride-vinyl acetate copolymer resin) with a mixed solvent consisting of methyl ethyl ketone/toluene = 1/1. Comparative Example 3 A primer composition was prepared by diluting "Eslec BM-2" (manufactured by Sekisui Chemical Co., Ltd., butyral resin) with a mixed solvent consisting of 1/1 butanol/xylene. Comparative Example 4 A primer composition was prepared by diluting "Orestar M55-80A" (manufactured by Mitsui Toatsu, moisture-curing polyurethane resin) with toluene. Comparative Example 5 A mixture consisting of "Desmofene-100" (manufactured by Bayer, polyhydroxy compound) / "Desmodyur-R" (manufactured by Bayer, polyisocyanate) = 1/1.5 was mixed with methylene glycol/butyl acetate/toluene] 1/1/1. A primer composition was prepared by diluting with a mixed solvent consisting of: Comparative Example 6 A primer composition was prepared by diluting "Betucosol J-534" (manufactured by Dainippon Ink & Chemicals, a linseed oil-modified long oil alkyd resin) and cobalt naphthenate (desiccant) with a mineral base. Comparative Example 7 “Betsukosol J-524” (manufactured by Dainippon Ink & Chemicals, linseed oil modified long oil alkyd resin) / “Super Betsukamine J-100” (manufactured by Dainippon Ink & Chemicals, butylated melamine resin) = A primer composition was prepared by diluting a 4/1 mixture with xylene. Comparative Example 8 A primer composition was prepared by diluting a mixture of "Acryloid C-110V" (manufactured by Rohm & Haas, thermoplastic acrylic resin)/Nitrocellulose 99/1 with toluene. Comparative example 9 "Acrydik 47-712" (manufactured by Dainippon Ink & Chemicals, thermosetting acrylic resin) / "Supervetsucomin 47-508" (manufactured by Dainippon Ink & Chemicals, butylated melamine resin) = 4/ A primer composition was prepared by diluting a mixture of 1 with a mixed solvent of toluene/butyl acetate=1/1. Next, the EPDM prepared in Test-1 above
The above Comparative Example-1 was applied to each of the test pieces made of the base material.
The primer compositions of Nos. to 9 were applied by a dipping method and air-dried for 30 minutes at room temperature, and then a urethane paint having the composition shown in Table 2 was applied and cured at room temperature for 24 hours. Thereafter, the adhesion of the urethane coating applied to the surface of each test piece was examined by a burlap test, and the coating on any of the test pieces was found to have almost no adhesion (0/100). In addition, a tensile shear test was conducted in the same manner as in Test-4, but almost no shear strength was obtained in any of Comparative Examples 1 to 9. From the above test results, it was found that the primer compositions of Examples 1 to 7 had sufficient adhesion strength when used as an undercoat for polyolefin vulcanized rubber or vinyl chloride resin. Next, a usage example will be described in which the primer compositions of Examples 1 to 7 are applied as a non-coating agent when coating various molded articles for automobiles with paints and adhesives. Usage Example 1 Glass Run The polyolefin vulcanized rubber for glass runs used in sliding parts with the window glass of door frames has the composition shown in Table 1, as an example. After extrusion molding an EPDM compound consisting of this composition,
A glass run base material for automobiles was produced by vulcanization at 160°C for 30 minutes. Next, the above-mentioned example -
The primer composition No. 1 was applied by dipping and air-dried for 30 minutes at room temperature, and then a urethane paint having the composition shown in Table 6 was applied and further cured at room temperature for 24 hours.

【table】

[Table] The urethane prepolymers in Table 6 are made by reacting the compositions of Tables 7 and 8 at 80°C for 30 minutes in dry nitrogen gas, and then reacting each of the urethanes obtained. It was prepared by mixing at a ratio of 100/40 (weight ratio).

【table】

[Table] Usage example 2 Door weather strip A weather strip that seals the gap between the car body and the door is an example of a weather strip with the composition shown in Table 9.
It was manufactured by extruding an EPDM compound and then vulcanizing it at 200°C for 5 minutes.

[Table] Next, the primer composition of Example 2 was applied by dipping to the surface of this weatherstrip base material and air-dried for 30 minutes at room temperature. ℃ for 3 hours, 24.8 parts of 1,6-hexanediol and 170 parts of dimethylformamide were added, and the mixture was heated at 80℃ in dry nitrogen gas.
The urethane paint obtained by reacting for 20 minutes was applied thereon and left for 24 hours to cure the primer composition and the urethane paint. Thereafter, a 5% solution of dimethyl silicone oil (100,000 cSt) in toluene was applied onto the urethane coating.

[Table] Usage Example 3 Electrostatic flocking product Some of the glass run products in Usage Example 1 have electrostatic flocking done using short fibers on the glass sliding area. The primer composition of Example 3 was applied by dipping onto the surface of this glass run base material and air-dried for 30 minutes at room temperature. Next, a urethane adhesive obtained by reacting the formulation shown in Table 11 in dry nitrogen gas at 80°C for 3 hours was applied thereon, and a pile of nylon 66 short fibers was electrostatically flocked, and the same urethane adhesive was then applied. The adhesive was cured with hot air at 100°C for 3 minutes to obtain an electrostatic flocking product.

[Table] Next, the abrasion resistance of the coating films of the substrates treated in Use Examples 1 and 3 was tested using the following method. Test machine: KI type abrasion tester Test conditions: Friction element Glass (thickness 5 mm) Load: 3 kg Friction element cycle: 60 times/min Friction element stroke: 145 mm The base material was attached to the above testing machine, and the base material was tested under the conditions described above. rubbed the surface. As a result, a good result was obtained in which no exposure of the base material was observed even after repeated friction 50,000 times. Further, the abrasion resistance of the coating film of the substrate treated in Use Example 2 was tested by the following method. Testing machine: Reciprocating abrasion tester Test conditions: Friction element: Glass (thickness: 5 mm) Friction element cycle: 60 times/min Friction element stroke: 145 mm The base material was attached to the above testing machine, and the base material surface was measured under the conditions described above. was rubbed. As a result, a good result was obtained in which no exposure of the base material was observed even after repeated friction 20,000 times. In addition, we conducted a 180 degree bending test to check the followability of each of the base materials in Usage Examples 1 to 3, and all showed extremely good followability. was not damaged in any way. Usage Example 4 Resin Molding A molding attached to the side of an automobile body is attached to the body via a double-sided adhesive tape made of polyethylene foam or the like as a base material. Therefore, a mold was manufactured by extrusion molding a vinyl chloride resin having the formulation shown in Table 3 above at 170°C, and the following tests were conducted using this mold. That is, as shown in (a) FIG. glue)
Also, a commercially available acrylic adhesive for double-sided tape 6 was applied to the non-treated side to make double-sided adhesive tape 7.
a was adjusted, and the vinyl chloride resin molding 2 was attached to the acrylic-coated iron plate 1 via this double-sided adhesive tape 7a. (b) Examples of primer compositions in (a) above.
4 was used (others are the same as (a)). (c) Examples of primer compositions in (a) above.
4 was used (others are the same as (a)). (d) Next, as shown in FIG.
Primer composition 4 of No. 4 and Dianal 882 (manufactured by Mitsubishi Rayon, acrylic adhesive) as the adhesive 5b were applied, and a commercially available acrylic adhesive for double-sided tape 6 was applied to the untreated surface to form a double-sided adhesive tape 7b. was adjusted, and the vinyl chloride resin molding 2 was attached to the acrylic-coated iron plate 1 via this double-sided adhesive tape 7b. (e) Examples of primer compositions in (d) above.
5 was used (others are the same as (d)). (f) Examples of primer compositions in (d) above.
5 was used (others are the same as (d)). (g) As Comparative Example-1, as shown in Fig. 3, only the above G-17 was applied as adhesive 5a to one side of tape 3 made of 5x polyethylene foam (others were the same as in (a)). ). (h) As Comparative Example 2, as shown in FIG. 4, only Dial 882 was applied as the adhesive 5b to one side of the tape 3 made of 5x polyethylene foam. (Others are the same as in (d).) Next, a tensile shear test was conducted on each molding 2 in (a) to (h) above at a tensile speed of 30 mm/min, and the results shown in Table 12 were obtained. .

[Table] From the above test results, the adhesion of the paint and adhesive applied to the surface of the primer compositions of Examples 1 to 7 is extremely strong, and it can be used as an undercoat for various automotive moldings. It has been found that it is sufficiently effective. Effects of the Invention As detailed above, the primer composition of the present invention can be used as an undercoat when applying various paints and adhesives to the surface of molded products made of polyolefin vulcanized rubber or polyolefin synthetic resin. By applying various paints and adhesives on top, extremely strong adhesion can be achieved. Furthermore, in the case of polyolefin-based vulcanized rubber, the flexibility and flexibility, which are the characteristics of the same rubber, are not impaired. Therefore, this primer composition is an excellent invention that can be applied to a wide range of applications, including the various molded articles for automobiles mentioned above, as well as polyolefin vulcanized rubber and polyolefin synthetic resins that require strong adhesion. .

[Brief explanation of drawings]

1 and 2 are cross-sectional views showing a mounting structure for a molding using the primer composition of the present invention as an undercoat, and FIGS. 3 and 4 are cross-sectional views showing an example of a conventional molding mounting structure, respectively. It is a diagram. 2...Moll, 4...Primer composition.

Claims (1)

[Claims] 1. A primer composition comprising a hydrocarbon polymer whose main chain is saturated or partially saturated and has at least one hydroxyl group at the end, and any one of the following (a) or (b): thing. (a) A mixture of at least one polymethacrylic acid derivative or polyacrylic acid derivative and chloroprene rubber. (b) A polymer consisting of at least one methacrylic acid derivative or acrylic acid derivative and chloroprene rubber. 2. The primer composition according to claim 1, wherein the mixing ratio of at least one of the polymethacrylic acid derivative or polyacrylic acid derivative and chloroprene rubber is 10 to 500/100 (weight ratio). 3. The primer composition according to claim 1, wherein the blending ratio of at least one of the methacrylic acid derivative or acrylic acid derivative and chloroprene rubber is 10 to 500/100 (weight ratio).