JPH02147682A - Two-pack chloroprene adhesive - Google Patents
Two-pack chloroprene adhesiveInfo
- Publication number
- JPH02147682A JPH02147682A JP30322588A JP30322588A JPH02147682A JP H02147682 A JPH02147682 A JP H02147682A JP 30322588 A JP30322588 A JP 30322588A JP 30322588 A JP30322588 A JP 30322588A JP H02147682 A JPH02147682 A JP H02147682A
- Authority
- JP
- Japan
- Prior art keywords
- alcohol
- modified
- adhesive
- chloroprene rubber
- chloroprene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 19
- 239000000853 adhesive Substances 0.000 title claims abstract description 18
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229920001084 poly(chloroprene) Polymers 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 16
- 229920005989 resin Polymers 0.000 claims abstract description 12
- 239000011347 resin Substances 0.000 claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 7
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 3
- 239000005011 phenolic resin Substances 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 7
- -1 polypropylene Polymers 0.000 description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 5
- 239000002075 main ingredient Substances 0.000 description 5
- 239000006260 foam Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000002023 wood Substances 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000395 magnesium oxide Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical class [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000011162 core material Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000178435 Eliokarmos dubius Species 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- GKGXKPRVOZNVPQ-UHFFFAOYSA-N diisocyanatomethylcyclohexane Chemical compound O=C=NC(N=C=O)C1CCCCC1 GKGXKPRVOZNVPQ-UHFFFAOYSA-N 0.000 description 1
- 238000011978 dissolution method Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000010893 paper waste Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は二液型クロロプレン系接着剤、更に詳しくは、
主剤成分であるクロロプレンゴムをアルコール変性した
ことにより、硬化剤との架橋反応が一段階で進行し、こ
のため耐熱接着性の立ち上り速度を改善したことを特徴
とする溶剤二液型のクロロプレン系接着剤に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a two-component chloroprene adhesive, more specifically,
A two-component solvent-based chloroprene adhesive characterized by alcohol-modified chloroprene rubber, which is the main ingredient, so that the crosslinking reaction with the curing agent progresses in one step, thereby improving the rise speed of heat-resistant adhesive properties. Regarding drugs.
従来技術と発明の解決すべき課題
各種のゴム系接着剤にあって、通常、クロロプレンゴム
をベースとするクロロプレン系接着剤は広範囲の用途に
適用され、たとえば自動車組立製造ラインでのドアトリ
ム類の製造に使用されている。ドアトリム類は、ABS
樹脂やプラスチック複合材料(たとえばポリプロピレン
に木粉や古紙を混ぜたもの、ポリプロピレンを木くず、
木質、繊維質でかためたもの)を芯材とし、これに表皮
材(たとえば表面装飾のポリ塩化ビニルシートもしくは
フィルムをラミネートしたポリオレフィンフオーム、ポ
リ塩化ビニルもしくは織布をラミネートしたポリウレタ
ンフォーム)を真空成形やプレス成形で接着することに
より得られる。この接着には、最近、クロロプレンゴム
、粘着付与樹脂および有機溶剤の主剤と、インシアネー
ト系硬化剤とから成る溶剤二液型のクロロプレン系接着
剤が採用されつつある。Prior Art and Problems to be Solved by the Invention Among various rubber-based adhesives, chloroprene-based adhesives based on chloroprene rubber are generally used in a wide range of applications, such as the production of door trims on automobile assembly lines. used in Door trims are ABS
Resin or plastic composite materials (for example, polypropylene mixed with wood flour or waste paper, polypropylene mixed with wood chips,
A core material (hardened wood or fibrous material) is used as the core material, and a skin material (for example, polyolefin foam laminated with a polyvinyl chloride sheet or film for surface decoration, polyurethane foam laminated with polyvinyl chloride or woven fabric) is vacuum-coated. Obtained by adhesion by molding or press molding. Recently, a two-component solvent-based chloroprene adhesive consisting of chloroprene rubber, a tackifier resin, an organic solvent as main ingredients, and an incyanate curing agent has been used for this adhesive.
ところで、この二液型接着剤の架橋反応を調べたところ
、硬化剤であるポリイソシアネート化合物のNGO基が
直接クロロプレンゴムに作用するのではなく、先ず系中
に存在する水分と反応して、不安定なカルバミン酸化合
物を経由してアミン化合物を生成し、該アミン化合物の
NH2基がりロロプレンゴムの塩素基を攻撃して架橋反
応を起こすことが推察される。このように架橋反応が二
段階で進行するため、特に耐熱接着性の立ち上り速度に
劣ることが認められる。By the way, when we investigated the crosslinking reaction of this two-component adhesive, we found that the NGO group of the polyisocyanate compound, which is a curing agent, does not directly act on the chloroprene rubber, but first reacts with the moisture present in the system, resulting in non-functionality. It is presumed that an amine compound is produced via a stable carbamic acid compound, and the NH2 group of the amine compound attacks the chlorine group of the roloprene rubber to cause a crosslinking reaction. Since the crosslinking reaction proceeds in two stages as described above, it is recognized that the rising speed of heat-resistant adhesiveness is particularly poor.
そこで本発明者らは、かかる架橋反応について鋭意検討
を進めた結果、クロロプレンゴムをアルコール(たとえ
ばイソプロピルアルコール)で変性すれば、下記模式図
で示されるように、化学的に活性な1.2−ポリクロロ
プレン部にOH基が導入され、該OH基はNGO基との
反応性に富むため、−段階で架橋反応を起こすことがわ
かった。Therefore, the present inventors have carried out extensive studies on such crosslinking reactions, and have found that if chloroprene rubber is modified with alcohol (for example, isopropyl alcohol), as shown in the schematic diagram below, chemically active 1.2- It was found that an OH group was introduced into the polychloroprene moiety, and since the OH group was highly reactive with the NGO group, a crosslinking reaction occurred at the - stage.
H
OH2
H
OH20H
本発明は、上述の知見に基づき完成されたもので、スナ
わち、アルコール変性クロロプレンゴムと粘着付与樹脂
を含む主剤、および硬化剤としてポリイソシアネート化
合物から成ることを特徴とする二液型クロロプレン系接
着剤を提供するものである。H OH2 H OH20H The present invention was completed based on the above-mentioned findings, and is characterized in that it consists of a main ingredient containing alcohol-modified chloroprene rubber and a tackifier resin, and a polyisocyanate compound as a curing agent. The present invention provides a liquid type chloroprene adhesive.
本発明におけるアルコール変性クロロプレンゴムハ、通
常のクロロプレンゴムにアルコールを加え、アルコール
の還流温度でたとえば4〜24時間反応させることによ
り得られる。なお、この変性反応は、後記実施例で示す
ように主剤調製時に行ってもよい。The alcohol-modified chloroprene rubber in the present invention is obtained by adding alcohol to ordinary chloroprene rubber and reacting it at the reflux temperature of the alcohol for, for example, 4 to 24 hours. Incidentally, this modification reaction may be carried out at the time of preparing the main ingredient as shown in Examples below.
上記アルコールとしては、その種類に特に制限はないが
、通常炭素数1〜5の直鎖もしくは分枝鎖アルコール力
f)Bit、<、エチルアルコール、インプロピルアル
コール、t−ブチルアルコール等が例示される。なお、
変性に用いるアルコールの反応性は、一般に第2級アル
コール〉第3級アルコール〉第1級アルコールの順で変
化する。The above-mentioned alcohol is not particularly limited in its type, but examples include straight chain or branched chain alcohols usually having 1 to 5 carbon atoms, ethyl alcohol, inpropyl alcohol, t-butyl alcohol, etc. Ru. In addition,
The reactivity of the alcohol used for denaturation generally changes in the order of secondary alcohol>tertiary alcohol>primary alcohol.
本発明における粘着付与樹脂としては、たとえばロジン
変性フェノール樹脂、テルペン変性フェノール樹脂、t
−ブチルフェノール樹脂、クマロン−インデン樹脂、ロ
ジン樹脂、石油系樹脂、指環族樹脂、水添ロジンエステ
ルなどが挙げられる。使用量は通常、未変性のクロロプ
レンゴム100部(重量部、以下同様)に対して3〜1
00部、好ましくは3〜40部の範囲で選定すればよい
。Examples of the tackifying resin in the present invention include rosin-modified phenolic resin, terpene-modified phenolic resin, t
Examples include -butylphenol resin, coumaron-indene resin, rosin resin, petroleum resin, ring group resin, hydrogenated rosin ester, and the like. The amount used is usually 3 to 1 part per 100 parts (parts by weight, same hereinafter) of unmodified chloroprene rubber.
00 parts, preferably in the range of 3 to 40 parts.
本発明における硬化剤のポリイソシアネート化合物とし
ては、たとえば1.4−テトラメチレンジイソシアネー
ト、1,6−へキサメチレンジイソシアネート、 2,
4.4− )リメチルへキサメチレンジイソシアネート
、4,4′−ジシクロヘキシルメタンジイソシアネート
、トリフェニルメタントリイソシアネート、インホロン
ジインシアネート変性体、シクロヘキシルメタンジイソ
シアネート、ヘキサメチレンジイソシアネート変性体な
どが挙げられる。Examples of the polyisocyanate compound as a curing agent in the present invention include 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 2.
4.4-) Limethylhexamethylene diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, triphenylmethane triisocyanate, modified inphorone diincyanate, cyclohexylmethane diisocyanate, modified hexamethylene diisocyanate, and the like.
本発明に係る二液型クロロプレン系接着剤は、上記所定
割合のアルコール変性クロロプレンゴムおよび粘着付与
樹脂を適当な櫓機溶剤(たとえばトルエン、キシレンな
どの芳香族系、アセトン、MEK、MIBKrjどのケ
トン系、シクロヘキサンなどの指環族系、トリクロロエ
チレンなどの塩素化炭化水素系)に溶解した主剤と、上
記硬化剤とで構成される。なお、主剤調製は通常のロー
ル混練法あるいは直接溶解法に準じて行ってよく、また
添加剤として通常の脱塩酸防止兼分子切断防止剤(酸化
マグネシウム(通称マグネシャ)、活性亜鉛華など)、
充填剤、可塑剤、老化防止剤等を適量配合してもよい。The two-component chloroprene adhesive according to the present invention combines alcohol-modified chloroprene rubber and tackifying resin in the above-mentioned predetermined proportions with a suitable solvent (for example, an aromatic solvent such as toluene or xylene, or a ketone solvent such as acetone, MEK, or MIBKrj). , a ring group system such as cyclohexane, or a chlorinated hydrocarbon system such as trichloroethylene), and the above-mentioned curing agent. The base agent may be prepared according to the usual roll kneading method or direct dissolution method, and as additives, usual dehydrochloric acid prevention and molecular cut prevention agents (magnesium oxide (commonly known as magnesia), activated zinc white, etc.),
Appropriate amounts of fillers, plasticizers, anti-aging agents, etc. may be added.
本発明接着剤の用途としては、前述したポリオレフィン
フオームの接着に限定されるものでなく、通常のクロロ
プレン系接着剤と同様、他のプラスチック材料、木材、
金属、皮革等多種にわたる被着体に適用しうることはい
うまでもない。The adhesive of the present invention can be used not only for adhering polyolefin foam as described above, but also for other plastic materials, wood,
Needless to say, it can be applied to a wide variety of adherends such as metal and leather.
次に実施例および比較例を挙げて、本発明をより具体的
に説明する。Next, the present invention will be explained in more detail with reference to Examples and Comparative Examples.
実施例1〜7および比較例I
表1に示す部数の各成分において、先ずクロロプレンゴ
ムをマグネシャおよび活性亜鉛華と共にミキシングロー
ルにて20回ゴム練りを行う。Examples 1 to 7 and Comparative Example I For each component in the parts shown in Table 1, chloroprene rubber is first rubber-kneaded with magnesia and activated zinc white 20 times using a mixing roll.
方、タンクにMEKを入れ、次いで上記のゴム練り物を
投入して溶解する。これにアルコールを加え、それぞれ
の還流温度で4時間反応を行い、次いで降温後粘着付与
樹脂および老化防止剤を加え、溶解して主剤を得る。か
かる主剤100部に対し、ポリイソシアネート化合物(
バイエル社製、デ3モジュールR)5部を配合して、目
的接着剤を調製する。Meanwhile, MEK was put into a tank, and then the above rubber paste was added and dissolved. Alcohol is added to this and the reaction is carried out for 4 hours at each reflux temperature, and then, after the temperature is lowered, a tackifying resin and an anti-aging agent are added and dissolved to obtain a main ingredient. Polyisocyanate compound (
A target adhesive is prepared by blending 5 parts of De3Module R) manufactured by Bayer AG.
接着試験
ABS樹脂板に接着剤を150.@/m2でエアスプレ
ー塗布し、80℃で2分間乾燥を行い、これに別途14
0℃で4分間加熱したポリプロピレンフオーム(東しく
株)製、トーレペフPPX AW60 2503)を
貼合せ、圧着して接着試験片を作成する。この試験片を
20℃で24時間、48時間または72時間の養生硬化
後、80℃の雰囲気中フオーム側の一端に3001の荷
重をかけ24時間のクリープ試験を行い、その剥離長さ
(耐熱クリープ)を測定する。試験結果を表1に示す。Adhesion test Adhesive was applied to an ABS resin plate at a rate of 150. Apply air spray at @/m2, dry at 80℃ for 2 minutes, and add 14
A polypropylene foam (Toraypef PPX AW60 2503, manufactured by Toshiku Co., Ltd.) heated at 0° C. for 4 minutes is laminated and pressure bonded to prepare an adhesive test piece. After curing and hardening this test piece at 20°C for 24 hours, 48 hours, or 72 hours, a load of 3001 was applied to one end of the foam side in an atmosphere of 80°C, and a creep test was performed for 24 hours. ) to measure. The test results are shown in Table 1.
発明の名称
二液型クロロブレン系接着剤
7、補正の内容
明細書の「発明の詳細な説明」の欄中、次の箇所を補正
致します。Title of Invention: Two-component Chloroprene Adhesive 7. In the "Detailed Description of the Invention" section of the Statement of Contents of Amendment, the following sections will be amended.
(1)3頁に記載の架橋反応の模式図を以下の通りに訂
正。(1) The schematic diagram of the crosslinking reaction described on page 3 has been corrected as follows.
補正をする者 事件との関係 特許出願人 名称 サンスター技研株式会社 CH CH。person who makes corrections Relationship to the case: Patent applicant Name: Sunstar Giken Co., Ltd. CH CH.
4代理人
住所 〒540
大阪府大阪市東区域見2丁目1番61号ツイン21 M
IOタワー内 電話(06)949−1261以上
明細書の1−発明の詳細な説明」の側4 Agent address: 2-1-61 Twin 21 M, Higashi District, Osaka City, Osaka Prefecture, 540 Japan
Inside IO Tower Telephone (06) 949-1261 Side of “1-Detailed Description of the Invention” in the above specification
Claims (1)
含む主剤、および硬化剤としてポリイソシアネート化合
物から成ることを特徴とする二液型クロロプレン系接着
剤。1. A two-component chloroprene adhesive characterized by comprising a base agent containing alcohol-modified chloroprene rubber and a tackifying resin, and a polyisocyanate compound as a curing agent.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30322588A JPH02147682A (en) | 1988-11-29 | 1988-11-29 | Two-pack chloroprene adhesive |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30322588A JPH02147682A (en) | 1988-11-29 | 1988-11-29 | Two-pack chloroprene adhesive |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02147682A true JPH02147682A (en) | 1990-06-06 |
Family
ID=17918385
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP30322588A Pending JPH02147682A (en) | 1988-11-29 | 1988-11-29 | Two-pack chloroprene adhesive |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02147682A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1112417C (en) * | 2000-06-19 | 2003-06-25 | 黄世德 | Novel neoprene adhesion agent for rubber with metal or ceramic |
CN1114669C (en) * | 2000-06-19 | 2003-07-16 | 黄世德 | Normal temp. solidified conveying band joint chloroprene rubber adhesive |
US20120009428A1 (en) * | 2010-07-09 | 2012-01-12 | Masco Bath Corporation | Composite material |
-
1988
- 1988-11-29 JP JP30322588A patent/JPH02147682A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1112417C (en) * | 2000-06-19 | 2003-06-25 | 黄世德 | Novel neoprene adhesion agent for rubber with metal or ceramic |
CN1114669C (en) * | 2000-06-19 | 2003-07-16 | 黄世德 | Normal temp. solidified conveying band joint chloroprene rubber adhesive |
US20120009428A1 (en) * | 2010-07-09 | 2012-01-12 | Masco Bath Corporation | Composite material |
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