JP7055972B2 - 架橋性組成物及び架橋された組成物 - Google Patents
架橋性組成物及び架橋された組成物 Download PDFInfo
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- JP7055972B2 JP7055972B2 JP2019522569A JP2019522569A JP7055972B2 JP 7055972 B2 JP7055972 B2 JP 7055972B2 JP 2019522569 A JP2019522569 A JP 2019522569A JP 2019522569 A JP2019522569 A JP 2019522569A JP 7055972 B2 JP7055972 B2 JP 7055972B2
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2810/00—Chemical modification of a polymer
- C08F2810/20—Chemical modification of a polymer leading to a crosslinking, either explicitly or inherently
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
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- Adhesive Tapes (AREA)
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Description
本出願は、2016年10月26日に出願された米国特許仮出願第62/413024号の優先権を主張するものであり、その開示の全容が本明細書に参照により組み込まれる。
ローリングボールタック
作業面を配置し、完全に水平になるように調整する。ボールを転がす前に、その都度、5.6グラムの標準金属ボールをヘプタン槽を用いて徹底的に洗浄し、リントフリーの漂白した吸収材料で拭いて乾かし、任意の残りの溶媒残留物を除去する。
50マイクロメートル(2ミル)の名目上の接着剤コーティング厚を有する幅150mmのテープサンプルから、幅12.7mm、長さ150~200mm(幅0.5インチ、長さ6~8インチ)のテープストリップを切り出した。次にテープサンプルを、2kg(4.5ポンド)の硬質ゴムローラを2度用いて、BASFによって販売されているベースコート/クリアコート自動車塗装仕上げを施された、(米国ミシガン州ヒルズデールの)Advanced Coatings Technologies,Inc.から入手可能な幅100mm(幅4”)の塗装された金属試験パネルに適用した。代替的に、(米国オハイオ州フェアフィールドの)ChemInstrumentsのステンレス鋼試験パネル(Lot K 3M 10/10)にサンプルを適用した。
ゲル透過クロマトグラフィー(gel permeation chromatography、GPC)を使用して、ポリマーをそれらの分子量及び多分散指数(polydispersity index、PDI)について評価した。ポリマーを0.5%(ポリマーの重量/溶媒の体積)の濃度でテトラヒドロフラン中に溶解させ、0.2マイクロメートルのポリテトラフルオロエチレンフィルターに通過させた。得られた溶液のサンプルを、(米国マサチューセッツ州ミルフォードのWaters Corp.から入手した)35℃における2つのPLgel 5マイクロメートルMIXED-Dカラム(Styragel HR5E 7.8mm×300mm)、並びにUV検出器(Model 2487)及び屈折率検出器(Model 2410)を備える、(米国マサチューセッツ州ミルフォードの)Waters CorporationのGPCユニットを使用して分析した。投入後、サンプルを1ミリリットル/分で溶出させた。ポリスチレン標準液を使用して較正を実施した。重量平均分子量(Mw)を決定し、キロダルトン(kDa)単位で報告した。
接着フィルムサンプルの弾性率及びガラス転移温度(Tg)は、レオロジー動的機械分析器((米国デラウェア州ニューキャッスルの)TA Instruments(New Castle,DE,USA)製のモデルDHR-3 Rheometer)を平行板モードを用いて測定した。サンプルは、溶媒和接着剤をシリコーン剥離ライナー上にコーティングし、強制空気オーブン中にて70℃で乾燥させることによって調製した。次に、得られたフィルムをおおよそ1ミリメートル(0.039インチ)の厚さまで層状にした。次に、直径8ミリメートル(0.315インチ)の円形ダイを使用してレオロジーサンプルを打ち抜き、剥離ライナーの除去後、それぞれの直径が8ミリメートルの2枚の平行板の間の中心に置いた。接着剤を有する板をレオメーター中に配置し、接着フィルムの端が、上部の板と下部の板の各端と同等になるまで圧縮した。次に、温度を2段階の傾斜で変化させ、最初に平行板を3℃/分で40℃から-60℃へ降下させながら、印加応力が3,500Paを超えるまで、1%の一定のひずみを持たせながら、平行板を1ラジアン/秒の角振動数で振動させ、印加応力が3,500Paを超えた時点で、試験モードを、3,500Paの一定の印加応力に切り替え、3℃/分で温度の降下を継続した。第2段階はサンプルを30℃に戻して平衡させ、次に、平行板を1ラジアン/秒の角速度で振動させながら、5パーセントの一定のひずみをもって、3℃/分で30℃から150℃の最大温度に向けて上昇させた。しかし、剪断貯蔵弾性率(G’)が100Pa未満に落ちると、データ収集を停止した。剪断貯蔵弾性率(G’)及び剪断損失弾性率(G”)を測定し、温度の関数としてのtanδ(G”/G’)を計算するために使用した。tanδ曲線のピークをガラス転移温度とした。
ポリマー1については、95.0グラムの2-EHA、5.0グラムのAA、1.0グラムのEtAc中のVAZO 67の20重量パーセント溶液、0.48グラムのEtAc中のIOTGの5重量パーセント溶液、及び98.5グラムのEtAcを1リットルのガラスコハク色瓶に添加した。内容物を混合し、窒素で4分間泡立たせた後、密封し、ラウンドロメーター回転水槽(米国サウスカロライナ州ロックヒルのSDL Atlas)中に、65℃で24時間置いた。24時間後、サンプルをラウンドロメーターから取り出し、周囲条件を用いて冷却した。サンプルをGPCを使用して分析し、Mwが465kDaであると決定した。
重合後に、全てのポリマー溶液を目視検査によって評価し、それらの粘度がナイフコーティングのために許容されるかどうかを判定した。P7及びいくつかの他のより高い分子量の溶液は、粘度が高すぎると識別し、EtAcで更に希釈して、表3に報告した固形分%を達成した。それゆえ、P7は、50グラムのEtAcをガラス瓶に添加し、往復震盪機上で24時間混合することによって、50固形分%から40固形分%へ低下させた。
Claims (4)
- 架橋性組成物の反応生成物を含む架橋された組成物であって、前記架橋性組成物は、
1)50,000~500,000ダルトンの範囲内の重量平均分子量を有する第1の(メタ)アクリレートポリマーであって、前記第1の(メタ)アクリレートポリマーは、
a)アルキル(メタ)アクリレート、及び
b)任意の、紫外線に曝露された時に架橋可能となる芳香族ケトン基を有するUV架橋性モノマーを含む第1のモノマー組成物の反応生成物であり、前記UV架橋性モノマーは、前記第1のモノマー組成物中のモノマーの総モルに基づき0~0.3モルパーセントの範囲内の量で存在する、第1の(メタ)アクリレートポリマーと、
2)50,000~500,000ダルトンの範囲内の重量平均分子量を有する第2の(メタ)アクリレートポリマーであって、前記第2の(メタ)アクリレートポリマーは、
a)アルキル(メタ)アクリレート、及び
b)紫外線に曝露された時に架橋可能となる芳香族ケトン基を有するUV架橋性モノマーを含む第2のモノマー組成物の反応生成物であり、前記UV架橋性モノマーは、前記第2のモノマー組成物中のモノマーの総モルに基づき少なくとも1モルパーセントに等しい量で存在する、第2の(メタ)アクリレートポリマーと、
を含み、
前記架橋性組成物は、粘着付与剤を含まないか、又は実質的に含まず、及び
前記架橋された組成物が感圧接着剤である、架橋された組成物。 - 前記架橋性組成物中の(メタ)アクリレートポリマーの総重量に基づき、前記第1の(メタ)アクリレートポリマーが80~98重量パーセントの範囲内の量で存在し、前記第2の(メタ)アクリレートポリマーが2~20重量パーセントの範囲内の量で存在する、請求項1に記載の架橋された組成物。
- 前記架橋性組成物中の(メタ)アクリレートポリマーの総重量に基づき、前記第1の(メタ)アクリレートポリマーが90~98重量パーセントの範囲内の量で存在し、前記第2の(メタ)アクリレートポリマーが2~10重量パーセントの範囲内の量で存在する、請求項1に記載の架橋された組成物。
- 前記第1の(メタ)アクリレートポリマー及び前記第2の(メタ)アクリレートポリマーが、それぞれ、0°C以下のガラス転移温度を有する、請求項1に記載の架橋された組成物。
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US201662413024P | 2016-10-26 | 2016-10-26 | |
US62/413,024 | 2016-10-26 | ||
PCT/US2017/047893 WO2018080623A1 (en) | 2016-10-26 | 2017-08-22 | Crosslinkable and crosslinked compositions |
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TWI758312B (zh) | 2022-03-21 |
CN109890927A (zh) | 2019-06-14 |
CN109890927B (zh) | 2021-09-24 |
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