JPH0586350A - Adhesive composition - Google Patents

Abstract

PURPOSE:To provide an adhesive composition having high bonding strength to a difficultly bondable polyolefin material. CONSTITUTION:The objective adhesive composition comprises a cyclic dimethylsiloxane, an acidic substance, a halogenating agent and primary and secondary amines. This composition firmly adheres to a polyolefin material not subjected to pretreatments such as corona discharge treatment and excels in bonding strength and solvent resistance.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an adhesive composition suitable for bonding rubber products, synthetic resin products and the like.

[0002]

2. Description of the Related Art Generally, natural rubber (NR) or styrene-
Butadiene copolymer rubber (SBR), butadiene rubber (B
R), isobutylene-isoprene copolymer rubber (II
R), chloroprene rubber (CR), acrylonitrile-
Butadiene copolymer rubber (NBR), isoprene rubber (I
R), ethylene-propylene-diene copolymer rubber (EP
DM), synthetic rubbers such as ethylene-propylene copolymer rubber (EPM), fibers such as cotton and rayon, and synthetic resins such as acrylonitrile-butadiene-styrene copolymer (ABS) and polystyrene (PS) have solvent resistance. Poorly, there is a problem that swelling or dissolution occurs when various solvents are attached. For example, an adhesive tape used for mounting a side protection molding on a side surface of an automobile body is configured by applying an adhesive made of synthetic resin or the like on both sides of a base material such as rubber or synthetic resin. However, when using a wax remover to wipe off the wax applied to the car at the time of car washing, or accidentally spilling it when refueling fuel such as gasoline, the solvent such as wax remover or gasoline may stick to the double-sided adhesive. If it adheres to the side edge of the tape, there is a problem that the base material swells or dissolves. Furthermore, when the solvent attached to the side edge of the adhesive tape permeates between the adhesive tape and the molding or between the double-sided adhesive tape and the automobile body, the adhesive area between the two becomes small, and the tensile shear strength and peel strength are reduced. There was a problem that In addition, in order to improve wear resistance, urethane consisting of polyol and polyisocyanate is applied, and EPDM, EPM, polypropylene (P
P), polyethylene (PE), vinyl acetate copolymer (E
VA), NR, SBR, CR, etc. are improved in abrasion resistance, but a good adhesive composition for adhering urethane and rubber, resin, etc. has not yet been sufficiently discovered.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide an adhesive composition which solves the above problems, has good adhesion to an adherend, and significantly improves abrasion resistance.

[0004]

In order to achieve the above object, the present invention uses an adhesive composition comprising a cyclic dimethylsiloxane, an acidic substance, a halogenating agent and primary and secondary amines.

[0005]

Detailed Description of Means Cyclic dimethylsiloxane refers to cyclic polydimethylsiloxane having a siloxane bond (Si-O-Si), such as cyclic dimethyltrisiloxane and cyclic dimethyltetrasiloxane.

Acidic substances include sulfuric acid, hydrochloric acid, phosphoric acid,
Inorganic acids such as boric acid, organic acids such as trifluoroacetic acid, metal salts such as iron chloride, and acidic substances such as acid clay are used. The mixing ratio of the acidic substance is 0.01 to 1 part by weight based on 100 parts by weight of cyclic dimethylsiloxane. If the mixing ratio of this acidic substance is less than 0.01 parts by weight, the effects of the cyclic dimethyl siloxane, such as water repellency and sealing performance, will not be exhibited, and if more than 1 part by weight of this acidic substance will become impurities, the performance will deteriorate. Therefore, it is inappropriate.

Examples of the halogenating agent include t-butyl hypochloride (t- as an alkyl hypohalide).
BHC), sodium hypochlorite as a hypohalite, potassium hypochlorite, N-bromosuccinimide (NBSI) as a compound having a -CONX- bond (X is a halogen atom) in the molecule, isocyanuric trichloride. Acid (TCIA), isocyanuric dichloride (DiCIA),
Other examples include antimony pentafluoride, a mixed solution of sulfur fluoride and bromine, and among these, alkyl hypohalides, hypohalites, and -CON in the molecule.
Compounds having an X-bond are preferred. The mixing ratio of the halogenating agent is 0.002 to 20 parts by weight with respect to 100 parts by weight of the cyclic dimethylsiloxane. If the blending ratio is less than 0.002 parts by weight, the degree of halogenation is small and the adhesion is not improved, and if it exceeds 20 parts by weight, the stability of the adhesive composition is deteriorated.

The primary and secondary amines are 1,3-bis (acylmethyl) cyclohexane and metaxylenediamine (M
XDA), methanediamine, triethylenetetramine (TET), 2-ethyl-4-methylimidazole, bisaminopropyltetraoxaspiroundecane adduct, hexamethylenediamine (HMDA), trimethylhexamethylenediamine, polyethylenepolyamine (tetraethylenepenta MinTEP, pentaethylenehexamine PEH, etc.), N-aminoethylpiperazine, dicyandiamine, ethylenediamine, diethylenetriamine (DETA), piperazine (P), phenylenediamine (PDA), and the like. The amount of primary and secondary amines is 0.0001 to 5 parts by weight based on 100 parts by weight (solid content) of the cyclic dimethylsiloxane. If the amount of the primary and secondary amines is less than 0.0001 part by weight, the compounding effect is small, and if the amount exceeds 5 parts by weight, the effect is not improved. Further, as the amount increases, it remains as an impurity in the adhesive composition, which adversely affects the performance.

[0009]

By adopting the above means, the adhesive layer formed on the adherend exhibits the function of sealing and solvent resistance by the cyclic dimethylsiloxane containing the acidic substance in the adhesive composition, and The action of the halogenating agent enhances the adhesion to the adherend. Further, the primary and secondary amines are blended to surely cure the adherend and improve the abrasion resistance of the adherend.

[0010]

EXAMPLES Examples embodying the present invention will be described below. a) Preparation of coating composition Polyol and polyisocyanate (OH / NCO = 1 /
(2 to 1/10, molar ratio) was reacted at 80 ^O C for 3 hours in dry nitrogen gas to obtain a urethane-based coating composition (Table 1).
Shown in). Further, in this coating composition, carbon black, silicone oil, fluororesin, calcium carbonate,
One or more of clay, molybdenum disulfide, glass fiber, polyethylene, silicon oxide, magnesium carbonate, etc. may be used.

B) Preparation of adhesive composition The above-mentioned dimethylsiloxane, acidic substance, halogenating agent and primary and secondary amines were mixed at room temperature to obtain an adhesive composition (shown in Table 2). Incidentally, the test method of adhesion, rubber, resin is applied to the base material of the adhesive composition of the present invention, after that, a urethane-based coating is applied to wear, wear resistance by abrasion loss, adhesive strength evaluated. The test results are shown in Table 3.

[0012]

As is apparent from Table 3, the adhesive composition of the present invention has good adhesion to an adherend, excellent adhesive strength and solvent resistance, and improves the abrasion resistance of the paint. .

[0013]

[Table 1]

[0014]

[Table 2]

[0015]

[Table 3]

Claims (1)

[Claims] 1. An adhesive composition comprising a cyclic dimethylsiloxane, an acidic substance, a halogenating agent, and primary and secondary amines.