JP2019006955A - Polychloroprene rubber latex adhesive - Google Patents
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Abstract
Description
本発明は、ポリクロロプレンゴムラテックス接着剤、更に詳しくは発泡体同士或いは発泡体とテキスタイルとの接着において、優れた接着強度と柔軟性を両立させることが可能なポリクロロプレンゴムラテックス接着剤に関するものである。 The present invention relates to a polychloroprene rubber latex adhesive, and more particularly to a polychloroprene rubber latex adhesive capable of achieving both excellent adhesive strength and flexibility in bonding between foams or between a foam and a textile. is there.
ウエットスーツ、サポーター、スポーツシューズの中敷き、衝撃吸収剤等の製造において、被着体として各種の発泡体が用いられている。従来、これらの接着において、ポリクロロプレンゴム等をベースとした溶剤系接着剤が用いられてきた。しかしながら、これらの接着剤に使用される有機溶剤の揮散が、作業者の健康障害、あるいは作業場の火災等を引き起こす原因となっており、このような心配のないラテックス系接着剤が切望されて来た。 Various foams are used as adherends in the production of wet suits, supporters, insoles of sports shoes, shock absorbers and the like. Conventionally, a solvent-based adhesive based on polychloroprene rubber or the like has been used in these adhesions. However, the volatilization of organic solvents used in these adhesives has caused health problems for workers or fires at workplaces, and latex adhesives that do not have such concerns have been anxious. It was.
また、従来のポリクロロプレンゴムラテックスは、接着強度が不十分であるという問題があった。この問題を解決する方法として、例えば特開２０００−１０４０２８号公報、特開２００３−２７０２４号公報で発泡体との接着において、ポリクロロプレンラテックスを主成分とし、架橋剤としてポリイソシアネートを含む接着剤やその接着方法が知られている。しかしイソシアネートにより接着剤被膜が硬化することで、接着強度が向上する反面接着後の発泡体の柔軟性を損なうという問題があった。 Further, the conventional polychloroprene rubber latex has a problem that the adhesive strength is insufficient. As a method for solving this problem, for example, an adhesive containing polychloroprene latex as a main component and polyisocyanate as a cross-linking agent in adhesion to a foam in JP-A Nos. 2000-104028 and 2003-27024 The bonding method is known. However, the adhesive film is hardened by isocyanate, so that the adhesive strength is improved. On the other hand, there is a problem that the flexibility of the foam after bonding is impaired.
本発明はこの問題点に鑑みてなされたものであり、その目的は、従来のポリクロロプレンゴムラテックス系接着剤では十分な接着強度が得られない、もしくは、柔軟性が低下してしまうスポーツグッズやウエットスーツ用の素材となる発泡体同士、あるいは発泡体とテキスタイルの接着において、良好な接着強度と柔軟性を有するポリクロロプレンゴムラテックス接着剤を提供するものである。 The present invention has been made in view of this problem, and its purpose is that a conventional polychloroprene rubber latex adhesive cannot provide sufficient adhesive strength, or sports goods that have reduced flexibility. The present invention provides a polychloroprene rubber latex adhesive having good adhesive strength and flexibility in the bonding between foams as materials for wet suits or between a foam and a textile.
本発明者は、このような背景の下、上記課題を解決するため鋭意検討した結果、水分散型のイソシアネートと、水溶性のカルボジイミド化合物をポリクロロプレンゴムラテックスに混合させることで、ポリクロロプレンゴムラテックスを主成分としてなる接着剤と発泡体との接着強度向上が可能であることを見出し、本発明を完成させるに至った。 As a result of intensive investigations to solve the above-mentioned problems, the present inventor has made polychloroprene rubber latex by mixing water-dispersed isocyanate and water-soluble carbodiimide compound into polychloroprene rubber latex. The present inventors have found that it is possible to improve the adhesive strength between an adhesive comprising a main component and a foam, and have completed the present invention.
即ち本発明は、ポリクロロプレンゴムラテックス１００重量部に対し、水分散型のイソシアネート１〜４重量部、水溶性カルボジイミド化合物を３重量部〜１５重量部含有するポリクロロプレンゴムラテックス接着剤である。 That is, the present invention is a polychloroprene rubber latex adhesive containing 1 to 4 parts by weight of water-dispersed isocyanate and 3 to 15 parts by weight of a water-soluble carbodiimide compound with respect to 100 parts by weight of polychloroprene rubber latex.
以下、本発明について詳細に説明する。 Hereinafter, the present invention will be described in detail.
本発明におけるポリクロロプレンゴムラテックス接着剤は、ポリクロロプレンゴムラテックス１００重量部に対し、水分散型のイソシアネート化合物１〜４重量部、水溶性のカルボジイミド化合物を３〜１５重量部含有する。 The polychloroprene rubber latex adhesive in the present invention contains 1 to 4 parts by weight of a water-dispersed isocyanate compound and 3 to 15 parts by weight of a water-soluble carbodiimide compound with respect to 100 parts by weight of the polychloroprene rubber latex.
ポリクロロプレンゴムラテックスは各種製品が市販されており、クロロプレン単量体の単独重合体を含むラテックス、クロロプレン単量体と、カルボキシル基含有単量体及び水酸基含有単量体より選ばれる１種以上の単量体との共重合体のラテックス等が存在する。カルボキシル基含有単量体としてアクリル酸、メタクリル酸、フマル酸、マレイン酸、水酸基含有単量体としてはアクリル酸ヒドロキシエチル、メタクリル酸ヒドロキシエチル、メタクリル酸ヒドロキシプロピル等が挙げられる。 Various products of polychloroprene rubber latex are commercially available. One or more selected from latex containing a homopolymer of chloroprene monomer, chloroprene monomer, carboxyl group-containing monomer and hydroxyl group-containing monomer. There are latexes of copolymers with monomers. Examples of the carboxyl group-containing monomer include acrylic acid, methacrylic acid, fumaric acid, maleic acid, and examples of the hydroxyl group-containing monomer include hydroxyethyl acrylate, hydroxyethyl methacrylate, and hydroxypropyl methacrylate.
ポリクロロプレンラテックスは特に限定されるものではないが、ポリクロロプレンゴムは低温化で結晶化により硬くなるため、１種以上の単量体との共重合体を含むポリクロロプレンゴムラテックスが好ましい。 The polychloroprene latex is not particularly limited. However, since the polychloroprene rubber becomes hard due to crystallization at a low temperature, a polychloroprene rubber latex containing a copolymer with one or more monomers is preferable.
本発明のポリクロロプレンゴムラテックスを主成分とする接着剤は、十分な接着強度と柔軟性を両立するために、水分散型のイソシアネート化合物および水溶性のカルボジイミド化合物を含む事が必要である。水分散型のイソシアネート化合物は−Ｎ＝Ｃ＝Ｏで示される官能基を有する化合物で、それらを乳化剤で保護することにより水分散化している。カルボジイミドは−Ｎ＝Ｃ＝Ｎ−で示される官能基を有する化合物で、一般的には、カルボジイミド化触媒の存在下ジイソシアネートの脱炭酸縮合反応によって合成される。カルボジイミド化合物は、その一部を親水化したり、乳化剤等により乳化する事で、水溶性、エマルション型、水分散型などの各種形態となり、各種の市販品が存在する。本発明では水に溶解する水溶性のものを用いる。 The adhesive mainly composed of the polychloroprene rubber latex of the present invention needs to contain a water-dispersed isocyanate compound and a water-soluble carbodiimide compound in order to achieve both sufficient adhesive strength and flexibility. The water-dispersed isocyanate compound is a compound having a functional group represented by -N = C = O, and is water-dispersed by protecting them with an emulsifier. Carbodiimide is a compound having a functional group represented by —N═C═N—, and is generally synthesized by decarboxylation condensation reaction of diisocyanate in the presence of a carbodiimidization catalyst. A carbodiimide compound is hydrophilized partly or emulsified with an emulsifier or the like to form various forms such as water-soluble, emulsion-type, and water-dispersed types, and various commercial products exist. In the present invention, a water-soluble material that dissolves in water is used.
本発明で用いる水分散型のイソシアネート化合物は、ポリクロロプレンゴム１００重量部に対し１〜４重量部であり、より好ましくは１．５〜３．０重量部である。水分散型のカルボジイミド化合物の量が１重量部未満では接着物性が低下し、４重量部を超えると被着体の柔軟性が低下する。水溶性のカルボジイミド化合物は、ポリクロロプレンゴム１００重量部に対し３〜１５重量部であり、より好ましくはポリクロロプレンゴム１００重量部に対し４〜１２重量部である。水分散型のカルボジイミド化合物の量が３重量部未満もしくは１５重量部を超えると接着物性が低下する。 The water-dispersed isocyanate compound used in the present invention is 1 to 4 parts by weight, more preferably 1.5 to 3.0 parts by weight, based on 100 parts by weight of the polychloroprene rubber. If the amount of the water-dispersed carbodiimide compound is less than 1 part by weight, the adhesive properties are lowered, and if it exceeds 4 parts by weight, the flexibility of the adherend is lowered. The water-soluble carbodiimide compound is 3 to 15 parts by weight with respect to 100 parts by weight of the polychloroprene rubber, and more preferably 4 to 12 parts by weight with respect to 100 parts by weight of the polychloroprene rubber. If the amount of the water-dispersed carbodiimide compound is less than 3 parts by weight or more than 15 parts by weight, the adhesive properties deteriorate.
ポリクロロプレンゴムラテックスを主成分とする接着剤の粘度は、各種増粘剤、例えば、ポリアルキレンオキサイド、ポリビニルアルコール、疎水化セルロース、会合型ノニオン界面活性剤等の水溶性ポリマー、及びカルボキシル基含有ポリマーから構成されるアルカリ可溶型の増粘剤、ヘクトライト等のシリケート化合物等の配合により所望の粘度に調整できる。また必要に応じて、ロジンエステル、テルペンフェノール、石油樹脂、クマロン樹脂等の粘着付与樹脂、老化防止剤、防腐剤、凍結防止剤、造膜助剤、可塑剤、ｐＨ調整剤等を適宜配合しても良い。 The viscosity of the adhesive mainly composed of polychloroprene rubber latex is various thickeners such as water-soluble polymers such as polyalkylene oxide, polyvinyl alcohol, hydrophobized cellulose, associative nonionic surfactant, and carboxyl group-containing polymers. It can be adjusted to a desired viscosity by blending an alkali-soluble thickener composed of silicate compounds such as hectorite. In addition, rosin esters, terpene phenols, petroleum resins, coumarone resins and other tackifying resins, anti-aging agents, preservatives, anti-freezing agents, film-forming aids, plasticizers, pH adjusting agents, etc. May be.
本発明の接着剤は、スポーツグッズやウエットスーツ用等の素材となる発泡体同士、又は発泡体とテキスタイルの接着に用いられる。 The adhesive of the present invention is used for bonding foams that are materials for sports goods and wet suits, or for bonding foams and textiles.
本発明におけるスポーツグッズ及び他の発泡体としては、ポリクロロプレンゴム、エチレン−酢酸ビニル共重合体、クロロスルホン化ポリエチレン、スチレンブタジエンゴムなどで成型した発泡体を挙げることができる。一方、ウエットスーツ用の発泡体としてはポリクロロプレンゴムなどが使用される。 Examples of the sports goods and other foams in the present invention include foams molded from polychloroprene rubber, ethylene-vinyl acetate copolymer, chlorosulfonated polyethylene, styrene butadiene rubber, and the like. On the other hand, polychloroprene rubber or the like is used as the foam for the wet suit.
本発明におけるテキスタイルとしては、ナイロン、ポリエステルなどの合成繊維や、綿・絹等の天然繊維の不織布などがあるが、ウエットスーツ用としては撥水効果をもたせたジャージが用いられる。 Examples of textiles in the present invention include synthetic fibers such as nylon and polyester, and nonwoven fabrics of natural fibers such as cotton and silk. For wet suits, jerseys having a water repellent effect are used.
本発明の接着剤は、発泡体同士、または発泡体とテキスタイルとの接着強度に優れ、その接着体は優れた柔軟性を維持する。 The adhesive of the present invention is excellent in the adhesive strength between foams or between the foam and the textile, and the adhesive maintains excellent flexibility.
以下、本発明を実施例によって具体的に説明するが、本発明はこれらの実施例のみに限定されるものではない。 EXAMPLES Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited to only these examples.
なお、実施例における常温剥離強度、柔軟性は以下の方法で測定・評価した。
＜常温剥離強度の測定＞
接着した試料を恒温室において２３℃×１日間養生後、２５ｍｍ×１５０ｍｍの裁断機で打ち抜き、試験片を作製した。テンシロン型引張り試験機にそれぞれの被着体の端を取り付け、引張り速度２０ｍｍ／ｍｉｎの条件で２３℃における１８０°剥離試験を実施し、剥離状態の観察と剥離強度を測定した。
In addition, the room temperature peel strength and flexibility in the examples were measured and evaluated by the following methods.
<Measurement of room temperature peel strength>
The bonded sample was cured at 23 ° C. for 1 day in a thermostatic chamber, and then punched out with a 25 mm × 150 mm cutter to prepare a test piece. The end of each adherend was attached to a Tensilon type tensile tester, and a 180 ° peel test at 23 ° C. was performed under the condition of a tensile speed of 20 mm / min to observe the peel state and measure the peel strength.
剥離状態は、以下のように判断した。 The peeled state was judged as follows.
（良） 材料破壊（材破）＞凝集破壊（凝集）＞界面破壊（界面） （劣）
＜柔軟性の測定＞
接着した試料を恒温室において２３℃×７日間養生後、２５ｍｍ×１５０ｍｍの裁断機で打ち抜き、試験片を作製した。テンシロン型引張り試験機に試験片の両端を取り付け、引張り速度１００ｍｍ／ｍｉｎの条件で２３℃における６０％伸長時の引張応力を測定した。
(Good) Material failure (material failure)> Cohesive failure (aggregation)> Interface failure (interface) (Inferior)
<Measurement of flexibility>
The bonded sample was cured at 23 ° C. for 7 days in a thermostatic chamber, and then punched out with a 25 mm × 150 mm cutting machine to prepare a test piece. Both ends of the test piece were attached to a Tensilon type tensile tester, and the tensile stress at 60% elongation at 23 ° C. was measured under the condition of a tensile speed of 100 mm / min.
実施例１
ポリクロロプレンゴムラテックス（東ソー（株）製クロロプレン・メタクリル酸共重合体、商品名：スカイプレンＧＦＬ−８９０）１００重量部、水分散型イソシアネート化合物（東ソー（株）製、商品名：コロネートＡＱ−１４０）２重量部、水溶性カルボジイミド化合物（日清紡ケミカル（株）製、商品名：カルボジライトＶ−０４、有効成分４０％）４重量部、及び会合型粘度調節剤（（株）アデカ製、商品名：アデカノールＵＨ−４３８）２．５重量部をホモミキサーにより均一に混合し接着剤組成物を作製した。接着剤をＣＲ製スポンジ片に約１００ｇ／ｍ２（ｗｅｔ）塗布し、撥水性ナイロンジャージを皺が生じないように重ね、１１０℃のオーブン中で０．５ｋｇ／ｍ２で１分間プレス乾燥した。作製した試料の組成および評価結果を表１に示す。
Example 1
100 parts by weight of polychloroprene rubber latex (chloroprene / methacrylic acid copolymer manufactured by Tosoh Corporation, trade name: Skyprene GFL-890), water-dispersed isocyanate compound (trade name: Coronate AQ-140, manufactured by Tosoh Corporation) ) 2 parts by weight, water-soluble carbodiimide compound (manufactured by Nisshinbo Chemical Co., Ltd., trade name: Carbodilite V-04, active ingredient 40%), and associative viscosity modifier (manufactured by Adeka Co., Ltd., trade name: 2.5 parts by weight of Adecanol UH-438) was uniformly mixed with a homomixer to prepare an adhesive composition. Adhesive was applied to a CR sponge piece at about 100 g / m 2 (wet), a water-repellent nylon jersey was layered so as not to cause wrinkles, and press dried in an oven at 110 ° C. at 0.5 kg / m 2 for 1 minute. . Table 1 shows the composition and evaluation results of the prepared samples.
剥離試験ではスポンジ材破が主で常温剥離強度は高く、試験片の引張応力は低く柔軟性は良好な結果であった。 In the peel test, the sponge material breakage was the main, the room temperature peel strength was high, the tensile stress of the test piece was low, and the flexibility was good.
実施例２
混合する水分散型イソシアネートの重量を表１に示す量に変更した以外は実施例１に従い接着剤組成物を作製し、評価を行った。剥離試験ではスポンジが材破し、常温剥離強度および柔軟性ともに良好な結果であった。
Example 2
An adhesive composition was prepared and evaluated according to Example 1 except that the weight of the water-dispersed isocyanate to be mixed was changed to the amount shown in Table 1. In the peel test, the sponge broke, and the room temperature peel strength and flexibility were good.
実施例３〜５
混合する水溶性カルボジイミドの重量を表１に示す量に変更した以外は実施例１に従い接着剤組成物を作製し、評価を行った。剥離試験ではスポンジが材破し、常温剥離強度および柔軟性ともに良好な結果であった。
Examples 3-5
An adhesive composition was prepared and evaluated according to Example 1 except that the weight of the water-soluble carbodiimide to be mixed was changed to the amount shown in Table 1. In the peel test, the sponge broke, and the room temperature peel strength and flexibility were good.
比較例１
水溶性カルボジイミドを用いず、水分散型イソシアネートのみを表２に示す量使用して実施例１に従い接着剤組成物を作製し評価を行った。剥離状態が凝集破壊となり、引張応力が上昇し、柔軟性が劣った。
Comparative Example 1
An adhesive composition was prepared and evaluated according to Example 1 using only water-dispersed isocyanate in the amounts shown in Table 2 without using water-soluble carbodiimide. The peeled state was cohesive failure, the tensile stress increased, and the flexibility was inferior.
比較例２
水分散型イソシアネートを用いず、水溶性カルボジイミド化合物のみを表２に示す量に使用した以外は実施例１に従い接着剤組成物を作製し、評価を行った。柔軟性は良好であったが、接着剤の界面破壊が主となり、常温剥離強度が劣った。
Comparative Example 2
An adhesive composition was prepared and evaluated according to Example 1 except that the water-dispersed isocyanate was not used and only the water-soluble carbodiimide compound was used in the amount shown in Table 2. Although the flexibility was good, the interface fracture of the adhesive was the main, and the room temperature peel strength was poor.
比較例３
水分散型イソシアネートの量を表２に示す量に使用した以外は実施例１に従い接着剤組成物を作製し、評価を行った。柔軟性は良好であったが、接着剤の凝集破壊が主であり、常温剥離強度が劣った。
Comparative Example 3
An adhesive composition was prepared and evaluated according to Example 1 except that the amount of water-dispersed isocyanate was used in the amount shown in Table 2. The flexibility was good, but the cohesive failure of the adhesive was the main, and the room temperature peel strength was poor.
比較例４
水分散型イソシアネートの量を表２に示す量に使用した以外は実施例１に従い接着剤組成物を作製し、評価を行った。スポンジが材破し、常温剥離強度は問題無かったが、柔軟性が劣った。
Comparative Example 4
An adhesive composition was prepared and evaluated according to Example 1 except that the amount of water-dispersed isocyanate was used in the amount shown in Table 2. The sponge broke and the room temperature peel strength was not a problem, but the flexibility was poor.
比較例５
水溶性カルボジイミド化合物の量を表２に示す量に使用した以外は実施例１に従い接着剤組成物を作製し、評価を行った。剥離状態が凝集破壊となり、引張応力が上昇し、柔軟性が劣った。
Comparative Example 5
An adhesive composition was prepared and evaluated according to Example 1 except that the amount of the water-soluble carbodiimide compound was used in the amount shown in Table 2. The peeled state was cohesive failure, the tensile stress increased, and the flexibility was inferior.
比較例６
水溶性カルボジイミド化合物の量を表２に示す量に使用した以外は実施例１に従い接着剤組成物を作製し、評価を行った。増粘により接着剤粘度が高く、部分的に接着不良が見られ、剥離強度も低下した。
Comparative Example 6
An adhesive composition was prepared and evaluated according to Example 1 except that the amount of the water-soluble carbodiimide compound was used in the amount shown in Table 2. Due to the thickening, the viscosity of the adhesive was high, adhesion failure was partially observed, and the peel strength was also reduced.
比較例７
カルボジイミド化合物を水分散型カルボジイミド化合物（日清紡ケミカル製、商品名：カルボジライトＥ−０５、有効成分４０％）に変更した以外は実施例１に従い接着剤組成物を作製し、評価を行った。常温剥離強度は良好であったが、柔軟性が劣った。
Comparative Example 7
An adhesive composition was prepared and evaluated according to Example 1 except that the carbodiimide compound was changed to a water-dispersed carbodiimide compound (manufactured by Nisshinbo Chemical Co., Ltd., trade name: Carbodilite E-05, active ingredient 40%). Although the room temperature peel strength was good, the flexibility was poor.
比較例８
カルボジイミド化合物をエマルション型カルボジイミド化合物（日清紡ケミカル製、商品名：カルボジライトＥ−０２、有効成分４０％）に変更した以外は実施例１に従い接着剤組成物を作製し、評価を行った。部分的に接着不良が見られ、常温剥離強度も劣った。また、柔軟性が低かった。
Comparative Example 8
An adhesive composition was prepared and evaluated according to Example 1 except that the carbodiimide compound was changed to an emulsion-type carbodiimide compound (manufactured by Nisshinbo Chemical Co., Ltd., trade name: Carbodilite E-02, active ingredient 40%). Partial adhesion failure was observed, and the room temperature peel strength was poor. Moreover, the flexibility was low.
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| JP2003027024A (en) * | 2001-07-17 | 2003-01-29 | Tosoh Corp | Chloroprene rubber latex adhesive composition for bonding sponge to jersey |
| JP2004359787A (en) * | 2003-06-04 | 2004-12-24 | Denki Kagaku Kogyo Kk | Water-base adhesive composition and bonded structure using the same |
| JP2011063672A (en) * | 2009-09-16 | 2011-03-31 | Aica Kogyo Co Ltd | Chloroprene rubber latex adhesive composition |
| WO2012176677A1 (en) * | 2011-06-23 | 2012-12-27 | ユニチカ株式会社 | Aqueous dispersion, and laminate, adhesive for footwear, and footwear made using same |
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| JP2001270003A (en) * | 2000-03-24 | 2001-10-02 | Sanyo Kasei:Kk | Making method for raw material for wet suit |
| JP2003027024A (en) * | 2001-07-17 | 2003-01-29 | Tosoh Corp | Chloroprene rubber latex adhesive composition for bonding sponge to jersey |
| JP2004359787A (en) * | 2003-06-04 | 2004-12-24 | Denki Kagaku Kogyo Kk | Water-base adhesive composition and bonded structure using the same |
| JP2011063672A (en) * | 2009-09-16 | 2011-03-31 | Aica Kogyo Co Ltd | Chloroprene rubber latex adhesive composition |
| WO2012176677A1 (en) * | 2011-06-23 | 2012-12-27 | ユニチカ株式会社 | Aqueous dispersion, and laminate, adhesive for footwear, and footwear made using same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2020105259A (en) * | 2018-12-26 | 2020-07-09 | 東ソー株式会社 | Latex adhesive composition |
| JP7176403B2 (en) | 2018-12-26 | 2022-11-22 | 東ソー株式会社 | latex adhesive composition |
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