JPH048786A - Moisture-curable reaction type hot-melt adhesive for polyolefin - Google Patents
Moisture-curable reaction type hot-melt adhesive for polyolefinInfo
- Publication number
- JPH048786A JPH048786A JP11106690A JP11106690A JPH048786A JP H048786 A JPH048786 A JP H048786A JP 11106690 A JP11106690 A JP 11106690A JP 11106690 A JP11106690 A JP 11106690A JP H048786 A JPH048786 A JP H048786A
- Authority
- JP
- Japan
- Prior art keywords
- ethylene
- copolymer
- moisture
- ethylene content
- urethane prepolymer
- 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
- 229920000098 polyolefin Polymers 0.000 title claims abstract description 14
- 239000004831 Hot glue Substances 0.000 title claims description 13
- 238000006757 chemical reactions by type Methods 0.000 title 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000005977 Ethylene Substances 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 18
- 239000011347 resin Substances 0.000 claims abstract description 18
- 229920005862 polyol Polymers 0.000 claims abstract description 13
- 150000003077 polyols Chemical class 0.000 claims abstract description 13
- 229920001038 ethylene copolymer Polymers 0.000 claims abstract description 11
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 8
- 239000005062 Polybutadiene Substances 0.000 claims abstract description 7
- 229920002857 polybutadiene Polymers 0.000 claims abstract description 7
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 6
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000013008 moisture curing Methods 0.000 claims description 5
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 3
- 229920005680 ethylene-methyl methacrylate copolymer Polymers 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 14
- 239000000853 adhesive Substances 0.000 abstract description 11
- 229920000573 polyethylene Polymers 0.000 abstract description 3
- 229920001577 copolymer Polymers 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 1
- -1 Ronone ester Chemical class 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920001195 polyisoprene Polymers 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical class O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 241000178435 Eliokarmos dubius Species 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 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 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- JUVIOZPCNVVQFO-HBGVWJBISA-N rotenone Chemical compound O([C@H](CC1=C2O3)C(C)=C)C1=CC=C2C(=O)[C@@H]1[C@H]3COC2=C1C=C(OC)C(OC)=C2 JUVIOZPCNVVQFO-HBGVWJBISA-N 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 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 1
- 239000013638 trimer Substances 0.000 description 1
- 150000003672 ureas Chemical class 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
本発明はポリオレフイノ用湿気硬化性反応型ホントメル
ト接着剤、更に詳しくは、エチレン共重合体をベースと
し、これに水添ポリブタジェン系ポリオールを含む末端
活性ＮＣＯ基含有ウレタンプレポリマーを配合したこと
により、特に低極性のポリオレフィン被着体に対しても
優れた接着性（初期接着強度および耐熱接着性）を発揮
する湿気硬化性反応型ホットメルト接着剤に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a moisture-curing reactive real-melt adhesive for polyolefins, more specifically, a moisture-curing reactive real-melt adhesive for polyolefins, more specifically, a terminal-activated adhesive based on an ethylene copolymer and containing a hydrogenated polybutadiene polyol. This invention relates to a moisture-curable reactive hot-melt adhesive that exhibits excellent adhesion (initial adhesive strength and heat-resistant adhesion) even to low-polar polyolefin adherends by incorporating an NCO group-containing urethane prepolymer. .
従来技術と発明が解決しようとする課題従来よりホット
メルト接着剤として、熱可塑性ポリマーに粘着性付与剤
やワックス等を配合した非反応型のものや、熱可塑性ポ
リマーをベースとし、これに末端活性ＮＣＯ基含有ウレ
タンプレポリマーを配合した、あるいは該ウレタンプレ
ポリマーから成る湿気硬化性反応型のものが多用されて
いる。たとえば、エチレン−酢酸ビニル共重合体に、低
分子量ノオールとジイソンアネート化合物の反応で得ら
れる末端活性ＮＣＯ基含有ウレタンプレポリマーおよび
特定の粘着性付与物質を配合した湿気硬化性反応型ホッ
トメルト接着剤か知られている（特開昭４９−９８４４
５号公報参照）。Prior art and problems to be solved by the invention Conventionally, hot melt adhesives have been non-reactive, which are thermoplastic polymers mixed with tackifiers, waxes, etc., and thermoplastic polymer-based adhesives with terminal activation. Moisture-curable reactive types containing or consisting of an NCO group-containing urethane prepolymer are often used. For example, a moisture-curable reactive hot-melt adhesive that is made by blending an ethylene-vinyl acetate copolymer with a urethane prepolymer containing a terminal active NCO group obtained by the reaction of a low-molecular-weight nool and a diisonanate compound, and a specific tackifying substance. Known (Japanese Unexamined Patent Publication No. 49-9844)
(See Publication No. 5).
しかして、この接着剤は、低極性のポリオレフィン被着
体への適用が示されているが、実用的な接着性を発現す
るまでには至っていない。Although this adhesive has been shown to be applicable to low polarity polyolefin adherends, it has not yet developed practical adhesive properties.
課題を解決するための手段
本発明者らは、接着性に優れたポリオレフィン用ホット
メルト接着剤を提供するため鋭意検討を進めたところ、
上記反応型の三成分系接着剤において、水添ポリブタジ
ェン系ポリオールと過剰量の脂肪族ポリイソシアネート
化合物との反応で得られる末端活性ＮＣＯ基含有ウレタ
ンプレポリマーを使用すれば、該ウレタンプレポリマー
のポリオレフィンに対する親和性が高いことに基づき、
ベース成分として他の特定エチレン含量のエチレン共重
合体と、通常の粘着性付与樹脂を用いても、初期接着強
度や耐熱接着性が大巾に改善されることを見出し、本発
明を完成させるに至った。Means for Solving the Problems The present inventors conducted intensive studies to provide a hot melt adhesive for polyolefin with excellent adhesive properties, and found that
In the above reactive three-component adhesive, if a urethane prepolymer containing a terminal active NCO group obtained by reacting a hydrogenated polybutadiene polyol with an excess amount of an aliphatic polyisocyanate compound is used, the polyolefin of the urethane prepolymer can be used. Based on the high affinity for
It has been discovered that the initial adhesive strength and heat-resistant adhesive properties can be greatly improved even when an ethylene copolymer with a specific ethylene content and a normal tackifier resin are used as base components, and the present invention has been completed. It's arrived.
すなわち、本発明は、エチレン含量７０％以上のエチレ
ン共重合体、水添ポリブタジェン系ポリオールに過剰量
の脂肪族ポリイソシアネート化合物を反応させて得られ
る末端活性ＮＣＯ基含有ウレタンプレポリマー、および
粘着性付与樹脂から成ることを特徴とするポリオレフィ
ン用湿気硬化性反応型ホットメルト接着剤を提供するも
のである。That is, the present invention provides an ethylene copolymer with an ethylene content of 70% or more, a urethane prepolymer containing a terminal active NCO group obtained by reacting a hydrogenated polybutadiene polyol with an excess amount of an aliphatic polyisocyanate compound, and a urethane prepolymer containing a terminal active NCO group. The present invention provides a moisture-curable reactive hot-melt adhesive for polyolefin, characterized in that it is made of resin.
本発明で用いるエチレン含量７０％以上のエチレン共重
合体としては、たとえばエチレン含量８０％以上、好ま
しくは８１〜８６％のエチレン酢酸ビニル共重合体およ
びエチレン含量７０％以上、好ましくは７２〜９０％の
エチレン−メチルメタクリレート共重合体が挙げられる
。なお、かかるエチレン共重合体の各エチレン含量がそ
の下限値を下回ると、下記ウレタンプレポリマーと相分
離を起し、凝集力の低下、貯蔵安定性の低下、接着性の
低下が起る。Examples of the ethylene copolymer with an ethylene content of 70% or more used in the present invention include ethylene vinyl acetate copolymers with an ethylene content of 80% or more, preferably 81 to 86%, and ethylene vinyl acetate copolymers with an ethylene content of 70% or more, preferably 72 to 90%. ethylene-methyl methacrylate copolymer. If the ethylene content of the ethylene copolymer is below the lower limit, phase separation occurs from the urethane prepolymer described below, resulting in a decrease in cohesive strength, storage stability, and adhesiveness.
本発明で用いる末端活性ＮＣＯ基含有ウレタンプレポリ
マーは、水添ポリブタンエン系ポリオール（几とえば水
添ポリイソプレンポリオール、水添ポリブタンエンポリ
オール）に過剰量の脂肪族ポリイソノアネート化合物を
、通常Ｎ Ｇ Ｏｌｏ Ｈ比が２７〜４．６となるよう
に反応させることにより製造することができる。反応は
通常、６５〜９０°Ｃ，１〜５時間の条件が採用されて
よい。なお、水添ポリブタジェン系ポリオールの一部を
水添していないポリブタジェン系ポリオールに代用して
もよいが、その代用割合は一般に４０〜５０％程度に抑
えるへきである。そうでないと、対ポリオレフィン親和
性が低下する。The terminal active NCO group-containing urethane prepolymer used in the present invention is usually prepared by adding an excess amount of an aliphatic polyisonoanate compound to a hydrogenated polybutane polyol (for example, hydrogenated polyisoprene polyol, hydrogenated polybutane polyol). It can be produced by reacting so that the N G Olo H ratio is 27 to 4.6. The reaction may normally be carried out at 65 to 90°C for 1 to 5 hours. Note that a part of the hydrogenated polybutadiene polyol may be substituted with a non-hydrogenated polybutadiene polyol, but the substitution ratio is generally limited to about 40 to 50%. Otherwise, the affinity for polyolefins will decrease.
上記脂肪族ポリイソソアネート化合物としては、たとえ
ばトリメチレンジイソソアネート、テトラメチレンジイ
ソノアネート、１．６−ヘキサメチレンノイソノアネー
ト、ペンタメチレンジイソシアネート、２．４．４−ま
たは２．２．４−トリメチルへキサメチレンジイソシア
ネート、ドデカメチレンジイソンアネート、またはこれ
らの多量体なとが挙げられる。かかる脂肪族ポリイソシ
アネート化合物は、芳香族のものに比べて、極性か低く
、系の相溶性を低下させないものである。Examples of the aliphatic polyisocyanate compound include trimethylene diisocyanate, tetramethylene diisonoanate, 1,6-hexamethylene diisonoate, pentamethylene diisocyanate, 2.4.4- or 2.4-diisocyanate. Examples include 2,4-trimethylhexamethylene diisocyanate, dodecamethylene diisonanate, and polymers thereof. Such aliphatic polyisocyanate compounds are less polar than aromatic ones and do not reduce the compatibility of the system.
本発明で用いる粘着性付与樹脂としては、通常のもので
あってよく、たとえばロンン樹脂、ロノンエステル樹脂
、水添ロジンエステル樹脂、テルペン樹脂、水添テルペ
ン樹脂、テルペンフェノール樹脂、石油樹脂、天然樹脂
の水添物などが挙げられる。特に、ポリオレフィン被着
体への密着性、およびエチレン共重合体やウレタンプレ
ポリマーとの相溶性の点で０５系脂肪族炭化水素石油樹
脂もしくは水添テルペン樹脂などの脂環族の炭化水素系
粘着性付与樹脂が好ましい。The tackifier resin used in the present invention may be any of the usual ones, such as Ronone resin, Ronone ester resin, hydrogenated rosin ester resin, terpene resin, hydrogenated terpene resin, terpene phenol resin, petroleum resin, and natural resin. Examples include hydrogenated substances. In particular, alicyclic hydrocarbon adhesives such as 05-series aliphatic hydrocarbon petroleum resins or hydrogenated terpene resins are particularly effective in terms of adhesion to polyolefin adherends and compatibility with ethylene copolymers and urethane prepolymers. Preference is given to sex-imparting resins.
本発明に係るポリオレフィン用湿気硬化性反応型ホット
メルト接着剤は、上述の三成分を必須とし、これらの−
船釣な配合割合は以下の通りである。The moisture-curing reactive hot-melt adhesive for polyolefins according to the present invention essentially contains the above-mentioned three components.
The mixing ratio for boat fishing is as follows.
エチレン含量７０％以上のエチレン共重合体２５〜４０
重量％、好ましくは３０〜３５重量％末端活性ＮＣＯ基
含基含有ウレタンプレポリマ−２０〜型０
粘着性付与樹脂２５〜４０重量％、好ましくは３０〜３
５重量％
また必要に応して、上記必須成分以外に、通常の感温（
粘度低下）剤（低分子量ポリエチレンなとのワックス類
）、充填剤（ケイ酸誘導体、タルク、金属粉、炭酸カル
シウム、クレー、カーボンブラックなど）、可塑剤、揺
変剤（ベントン、無水ケイ酸、ケイ酸誘導体、尿素誘導
体など）、染顔料、硬化触媒、紫外線吸収剤、難燃剤、
シラン化合物、脱水剤等を適量配合してもよい。Ethylene copolymer with ethylene content of 70% or more 25-40
% by weight, preferably 30-35% by weight urethane prepolymer containing terminally active NCO groups - type 20 - type 0 tackifying resin 25-40% by weight, preferably 30-3
5% by weight In addition to the above essential ingredients, if necessary, ordinary temperature-sensitive (
Viscosity reducing) agents (waxes such as low molecular weight polyethylene), fillers (silicic acid derivatives, talc, metal powder, calcium carbonate, clay, carbon black, etc.), plasticizers, thixotropic agents (bentone, silicic anhydride, (silicic acid derivatives, urea derivatives, etc.), dyes and pigments, curing catalysts, ultraviolet absorbers, flame retardants,
Appropriate amounts of silane compounds, dehydrating agents, etc. may be added.
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
（＋）末端活性ＮＣＯ基含有ウレつンプレポリマ分子ｆ
ｉ２ ５ ０ ０の水添ポリイソプレンポリオール（出
光石油化学（株）製、エポール）１００部をコルベンに
入れ、１００°Ｃて３０分間加熱脱泡し、次いて６０’
Ｃに冷却後、】、６−ヘキサメチレンノイソンアネート
の３量体４８部を加え（ＮＧＯ１０Ｈ比−２ ９）、脱
泡撹拌下６０〜７０℃で反応させて、末端活性ＮＣＯ基
含基量有量５〜７５％のウレタンプレポリマーを得る。Example 1 Urethane prepolymer molecule f containing (+) terminal active NCO group
100 parts of hydrogenated polyisoprene polyol (manufactured by Idemitsu Petrochemical Co., Ltd., Epol) of i2 500 was placed in a Kolben, heated at 100°C for 30 minutes, and then heated for 60°C.
After cooling to C, 48 parts of a trimer of 6-hexamethyleneneusonanate was added (NGO10H ratio -29), and the reaction was carried out at 60 to 70°C with defoaming stirring to determine the terminal active NCO group content. A urethane prepolymer with a content of 5 to 75% is obtained.
（２）湿気硬化性反応型ホットメルト接着剤エチレン−
酢酸ビニル共重合体（エチレン含量８１％、三井デュポ
ンポリケミカル（株）製、ＥＶ４ ２ ０）４ ４ ４
部、脂肪族Ｃ５系炭化水素系粘着性付与樹脂（日本ゼオ
ン（株）製、フィントンＭ１ ０ ０）３ ７ ０部お
よび低分子量ポリエチレン（三井石油化学工業（株）製
、ハイワックスｌｌ０Ｐ）７４部を加熱ニーグーにて１
２０°Ｃで溶融、脱泡、撹拌し、１００℃に冷却した後
、上記（１）のウレタンプレポリマー１４８部を投入し
、脱泡撹拌して湿気硬化性反応型ホットメルト接着剤を
得る。(2) Moisture-curing reactive hot melt adhesive ethylene
Vinyl acetate copolymer (ethylene content 81%, manufactured by DuPont Mitsui Polychemicals Co., Ltd., EV4 20) 4 4 4
parts, aliphatic C5 hydrocarbon tackifier resin (manufactured by Nippon Zeon Co., Ltd., Finton M100) 370 parts and low molecular weight polyethylene (manufactured by Mitsui Petrochemical Industries, Ltd., Hiwax 110P) 74 parts Heat it in a negoo 1
After melting, defoaming, and stirring at 20°C and cooling to 100°C, 148 parts of the urethane prepolymer of (1) above is added, followed by defoaming and stirring to obtain a moisture-curable reactive hot melt adhesive.
比較例１
実施例１／（１）において、水添ポリイソプレンポリオ
ールの代わりに未水添ポリイソプレンポリオール（出光
石油化学（株）製）を用いる以外は、同様にしてウレタ
ンプレポリマーを得、次いでこれを用いる以外実施例１
／（２）と同様にして湿気硬化性反応型ホットメルト接
着剤を得る。Comparative Example 1 Urethane prepolymer was obtained in the same manner as in Example 1/(1) except that unhydrogenated polyisoprene polyol (manufactured by Idemitsu Petrochemical Co., Ltd.) was used instead of hydrogenated polyisoprene polyol, and then Example 1 except using this
/A moisture-curable reactive hot melt adhesive is obtained in the same manner as in (2).
接着試験
実施例Ｉと比較例Ｉのホットメルト接着剤について、被
着体としてポリウレタンフォームとＰＥノートを用い、
ＰＥノートの片側に溶融塗布（溶融温度，実施例１：Ｉ
２０℃、比較例１ １２０°Ｃ）して、両波着体を貼り
合せる。貼り合せてから２０℃，６５％ＲＨ雰囲気中５
分後に、剥離強度（初期剥離強度、ｋｇ７ ２ ５ ｍ
ｍ）と、７００９／２５ｍｍ荷重のクリープ長さ（初期
クリープ、ｍｍ）を測定する。Adhesion Test Regarding the hot melt adhesives of Example I and Comparative Example I, using polyurethane foam and PE notebook as adherends,
Melt coating on one side of PE notebook (melting temperature, Example 1: I
(20°C, Comparative Example 1: 120°C), and both wave-bound bodies were bonded together. After bonding, 20℃, 65%RH atmosphere 5
After minutes, peel strength (initial peel strength, kg7 2 5 m
m) and the creep length (initial creep, mm) under a 7009/25 mm load.
また、貼り合せてから２０°Ｃ１６５％ＲＨ雰囲気中１
週間後、次いで１００℃雰囲気中１００ｇ／２５ｍｍ荷
重で１時間のクリープ長さ（耐熱クリープ、ｍｍ）を測
定する。これらの結果を表１に示す。In addition, after bonding, 1.
After a week, the creep length (heat-resistant creep, mm) is measured for 1 hour under a load of 100 g/25 mm in a 100° C. atmosphere. These results are shown in Table 1.
表１ 特許出願人 サンスター技研株式会社Table 1 Patent applicant: Sunstar Giken Co., Ltd.
Claims (1)
ポリブタジエン系ポリオールに過剰量の脂肪族ポリイソ
シアネート化合物を反応させて得られる末端活性ＮＣＯ
基含有ウレタンプレポリマー、および粘着性付与樹脂か
ら成ることを特徴とするポリオレフィン用湿気硬化性反
応型ホットメルト接着剤。 ２、エチレン含量７０％以上のエチレン共重合体が、エ
チレン含量８０％以上のエチレン−酢酸ビニル共重合体
あるいはエチレン含量７０％以上のエチレン−メチルメ
タクリレート共重合体である請求項第１項記載のポリオ
レフィン用湿気硬化性反応型ホットメルト接着剤。 ３、エチレン含量７０％以上のエチレン共重合体２５〜
４０重量％、末端活性ＮＣＯ基含有ウレタンプレポリマ
ー２０〜５０重量％および粘着性付与樹脂２５〜４０重
量％から成る請求項第１項または第２項記載のポリオレ
フィン用湿気硬化性反応型ホットメルト接着剤。[Claims] 1. Terminal activated NCO obtained by reacting an ethylene copolymer with an ethylene content of 70% or more and a hydrogenated polybutadiene polyol with an excess amount of an aliphatic polyisocyanate compound.
A moisture-curable reactive hot-melt adhesive for polyolefins, comprising a group-containing urethane prepolymer and a tackifying resin. 2. The ethylene copolymer having an ethylene content of 70% or more is an ethylene-vinyl acetate copolymer having an ethylene content of 80% or more or an ethylene-methyl methacrylate copolymer having an ethylene content of 70% or more. Moisture-curing reactive hot melt adhesive for polyolefins. 3. Ethylene copolymer with an ethylene content of 70% or more 25~
40% by weight of a urethane prepolymer containing terminally active NCO groups and 25% to 40% by weight of a tackifying resin. agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11106690A JPH048786A (en) | 1990-04-26 | 1990-04-26 | Moisture-curable reaction type hot-melt adhesive for polyolefin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11106690A JPH048786A (en) | 1990-04-26 | 1990-04-26 | Moisture-curable reaction type hot-melt adhesive for polyolefin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH048786A true JPH048786A (en) | 1992-01-13 |
Family
ID=14551530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11106690A Pending JPH048786A (en) | 1990-04-26 | 1990-04-26 | Moisture-curable reaction type hot-melt adhesive for polyolefin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH048786A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2772780A1 (en) * | 1997-12-19 | 1999-06-25 | Ato Findley Sa | Moisture-curable polyurethane adhesive for gluing fastener elements |
| WO1999032568A1 (en) * | 1997-12-19 | 1999-07-01 | Ato Findley S.A. | Moisture-setting thermofusible adhesive based on polyurethane polymer |
| JP2001139915A (en) * | 1999-11-18 | 2001-05-22 | Arakawa Chem Ind Co Ltd | Tackifier for polyurethane-based adhesive, binder for polyurethane-based adhesive and polyurethane-based adhesive composition |
| JP2005171162A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Method for bonding olefinic resin |
| JP2005171164A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Adhesion method of olefin resin |
| JP2005171163A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Adhesion method of olefin resin |
| US7195692B2 (en) | 2000-08-11 | 2007-03-27 | Bostik Findley | Moisture-crosslinkable polyurethane adhesive for hygiene |
| JP2010053283A (en) * | 2008-08-29 | 2010-03-11 | Toyo Ink Mfg Co Ltd | Reactive hot melt adhesive and laminate using the same |
| JP2016113552A (en) * | 2014-12-16 | 2016-06-23 | Dic株式会社 | Moisture-curable hot-melt urethane composition and adhesive |
| WO2017110794A1 (en) * | 2015-12-25 | 2017-06-29 | Henkel Japan Ltd. | Moisture-curable hot melt adhesive |
| JP2020066686A (en) * | 2018-10-25 | 2020-04-30 | 東ソー株式会社 | Urethane resin composition, adhesive composition, and method for producing article |
| JP2023044204A (en) * | 2021-09-17 | 2023-03-30 | 旭化成株式会社 | One-component moisture-curable polyisocyanate composition, one-component moisture-curable coating composition and coating layer |
-
1990
- 1990-04-26 JP JP11106690A patent/JPH048786A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7022804B2 (en) | 1997-12-19 | 2006-04-04 | Bostik Sa | Moisture-crosslinkable hot-melt adhesive based on polyurethane prepolymer |
| WO1999032568A1 (en) * | 1997-12-19 | 1999-07-01 | Ato Findley S.A. | Moisture-setting thermofusible adhesive based on polyurethane polymer |
| WO1999032535A1 (en) * | 1997-12-19 | 1999-07-01 | Ato Findley S.A. | Moisture-setting polyurethane adhesive for hygiene articles |
| US6635711B1 (en) | 1997-12-19 | 2003-10-21 | Michel Miskovic | Moisture-setting polyurethane adhesive for hygiene articles |
| FR2772780A1 (en) * | 1997-12-19 | 1999-06-25 | Ato Findley Sa | Moisture-curable polyurethane adhesive for gluing fastener elements |
| JP2001139915A (en) * | 1999-11-18 | 2001-05-22 | Arakawa Chem Ind Co Ltd | Tackifier for polyurethane-based adhesive, binder for polyurethane-based adhesive and polyurethane-based adhesive composition |
| US7195692B2 (en) | 2000-08-11 | 2007-03-27 | Bostik Findley | Moisture-crosslinkable polyurethane adhesive for hygiene |
| JP2005171164A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Adhesion method of olefin resin |
| JP2005171162A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Method for bonding olefinic resin |
| JP2005171163A (en) * | 2003-12-12 | 2005-06-30 | Toagosei Co Ltd | Adhesion method of olefin resin |
| JP2010053283A (en) * | 2008-08-29 | 2010-03-11 | Toyo Ink Mfg Co Ltd | Reactive hot melt adhesive and laminate using the same |
| JP2016113552A (en) * | 2014-12-16 | 2016-06-23 | Dic株式会社 | Moisture-curable hot-melt urethane composition and adhesive |
| WO2017110794A1 (en) * | 2015-12-25 | 2017-06-29 | Henkel Japan Ltd. | Moisture-curable hot melt adhesive |
| JP2017115081A (en) * | 2015-12-25 | 2017-06-29 | ヘンケルジャパン株式会社 | Moisture-curable hot melt adhesive |
| JP2020066686A (en) * | 2018-10-25 | 2020-04-30 | 東ソー株式会社 | Urethane resin composition, adhesive composition, and method for producing article |
| JP2023044204A (en) * | 2021-09-17 | 2023-03-30 | 旭化成株式会社 | One-component moisture-curable polyisocyanate composition, one-component moisture-curable coating composition and coating layer |
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