JP7012794B2 - 硬化性組成物及び接着剤物品 - Google Patents
硬化性組成物及び接着剤物品 Download PDFInfo
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- JP7012794B2 JP7012794B2 JP2020140322A JP2020140322A JP7012794B2 JP 7012794 B2 JP7012794 B2 JP 7012794B2 JP 2020140322 A JP2020140322 A JP 2020140322A JP 2020140322 A JP2020140322 A JP 2020140322A JP 7012794 B2 JP7012794 B2 JP 7012794B2
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- 230000009477 glass transition Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 238000007757 hot melt coating Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- OPECTNGATDYLSS-UHFFFAOYSA-N naphthalene-2-sulfonyl chloride Chemical compound C1=CC=CC2=CC(S(=O)(=O)Cl)=CC=C21 OPECTNGATDYLSS-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 239000011941 photocatalyst Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229930187593 rose bengal Natural products 0.000 description 1
- 229940081623 rose bengal Drugs 0.000 description 1
- STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 description 1
- SPVXKVOXSXTJOY-UHFFFAOYSA-O selenonium Chemical class [SeH3+] SPVXKVOXSXTJOY-UHFFFAOYSA-O 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- 239000001017 thiazole dye Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- OKYDCMQQLGECPI-UHFFFAOYSA-N thiopyrylium Chemical class C1=CC=[S+]C=C1 OKYDCMQQLGECPI-UHFFFAOYSA-N 0.000 description 1
- 239000012745 toughening agent Substances 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- 125000005409 triarylsulfonium group Chemical group 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- HVYVMSPIJIWUNA-UHFFFAOYSA-N triphenylstibine Chemical compound C1=CC=CC=C1[Sb](C=1C=CC=CC=1)C1=CC=CC=C1 HVYVMSPIJIWUNA-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- XKGLSKVNOSHTAD-UHFFFAOYSA-N valerophenone Chemical compound CCCCC(=O)C1=CC=CC=C1 XKGLSKVNOSHTAD-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
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- 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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- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
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- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C09J11/08—Macromolecular additives
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- C09J131/00—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 an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
- C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09J131/04—Homopolymers or copolymers of vinyl acetate
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- C09J137/00—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 a heterocyclic ring containing oxygen; Adhesives based on derivatives of such polymers
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- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
- C09J5/06—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
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- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
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- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
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Description
本発明は、構造用及び半構造用結合接着剤、接着剤物品、並びに該接着剤及び物品の調製方法に関する。本発明は更に、構造用結合接着剤と共に結合する1種以上の構成成分を含有する製造物品に関する。
構造用結合テープは、1つ以上の基材を互いに結合させるのに有用である。多くの構造用結合テープは、2つの群、すなわち(1)熱硬化性構造用結合テープ、及び(2)紫外線(UV)光活性構造用結合テープのいずれかに属する。分類名が示すように、熱硬化性構造用結合テープは、テープの接着剤組成物を硬化するために、加熱を必要とする。UVi構造用結合テープは、紫外線で露光すると硬化が開始するが、硬化させるのに加熱は必要としない接着剤組成物を含有する。UVi構造用結合テープの硬化を加速するために加熱をしてもよい。
本開示は、希な接着特性を有すると共に、コールドフロー特性が改善された、新規の構造用又は半構造用接着剤の発見により、上述した困難及び課題のいくつかに対処する。構造用結合接着剤は、望ましい強度及び接着特性を有する。接着剤は光活性化(すなわち、光源にさらされると硬化が開始する)し、硬化に加熱を必要としない。構造用結合接着剤は、多数の用途、特に、1つ以上の基材を共に結合するための接着剤に用いてもよい。
接着剤組成物は、テトラヒドロフルフリル(メタ)アクリレートコポリマー成分を部分的に含む。特に規定がない限り、THFアクリレート及びTHFメタクリレートは、THFAと略する。より詳細には、接着剤組成物は、テトラヒドロフルフリル(メタ)アクリレート、C1~C8(メタ)アクリレートエステル、及び任意のカチオン反応性の官能性(メタ)アクリレートを含む。
εα-ω[(アルカノールの物質量)×(アルカノールの炭素原子数)]/αからωのアルカノールの物質量数
a)40~60重量%、好ましくは50重量%超60重量%以下(> 50 to 60 wt.%)のテトラヒドロフルフリル(メタ)アクリレート、
b)40~60重量%、好ましくは40~50重量%のC1~C8、好ましくはC3~C6のアルキル(メタ)アクリレートエステルモノマー、
c)0~10重量%、好ましくは1~5重量%のカチオン反応性の官能性モノマー、
なお、a)~c)の合計は100重量%である。
a.15~50部のTHFA(メタ)アクリレートコポリマー、
b.25~50部のエポキシ樹脂成分、
c.5~15部のポリエーテルポリオール、
d.10~25部のヒドロキシ官能性フィルム形成ポリマー
a)~d)の合計は、100重量部)及び、
e.a)~d)100部に対して、0.01~1部のカチオン性光開始剤を含む。
A-CO-(Y)b-B
を有し、式中、YはCO又はCR11R12であり、R11及びR12は同一でも異なっていてもよく、かつ水素、アルキル、アルカリル、又はアラルキルであり得、bは1又は0である。更にA及びBは同じか若しくは異なり得、かつ置換(1つ以上の非干渉置換基を有する)若しくは非置換のアリール基、アルキル基、アルカリル基若しくはアラルキル基であり得、又はA及びBが一緒になって環状構造を形成し得て、これは置換若しくは非置換の脂環式環、芳香環、芳香族複素環若しくは縮合芳香環であり得る。
[(L1)(L2)Mm]+eX-
を有し、式中、Mmは周期族IVB、VB、VIB、VIIB、及びVIIIの元素から選択された金属原子を表し、好ましくはCr、Mo、W、Mn、Re、Fe、及びCoであり、
L1は、0、1、又は2個のπ電子供与配位子を表し、該配位子は同一でも異なっていてもよく、各配位子は、置換及び非置換の脂環式及び環式の不飽和化合物、並びに置換及び非置換の炭素環式芳香族化合物及び複素環式芳香族化合物からなる群から選択されてよく、該配位子の各々は2~12個のπ電子を金属原子Mの価電子殻へ供与可能である。
eは1又は2の値を有する整数で、錯体カチオンの残留電荷であり、
Xは、前述したように、ハロゲン含有錯体アニオンである。
動的重なり剪断力
E-コーティングされたスチール(「stl」)への接着性を、結合した試験片の重なり剪断強度を測定することによって決定した。複数の25mm×50.8mmの基材片をイソプロピルアルコール及び水の1:1(v:v)溶液で拭き、風乾させた。12.7mm×25mm部分の接着剤組成物の片側から剥離ライナーを除去し、該組成物を1つの片へと貼り付けた。第2の剥離ライナーを除去し、UVICURE Plus積算放射計(EIT,Inc.(Sterling,VA))で測定しながら、該組成物をマイクロ波源(0.9~1.2J/cm2、UVA,Hバルブ,Heraeus Noblelight America(Gaithersburg,MD))で露光した。第2の片を照射した試料へと貼り付け、こうして結合させた。6kgの静荷重を試験片に30~60秒加えることによって、積層物をウエットアウトさせた。試験に先だって、試験片を周囲温度及び湿度にて24時間硬化させた。
プラスチックのガラスに対する接着性を、結合した試験片のへき開強度を測定することによって決定した。22mm×28mm×4mmのCRASTIN製のプラスチックテストピース、及び127mm×50mm×4mm強化ガラスプラークを、イソプロピルアルコール及び水の1:1(v:v)溶液で拭き、風乾させた。22mm×28mm部分の接着剤組成物から剥離ライナーを除去し、この部分をプラスチックのテストピースへと貼り付けた。1~3kgの重量をテストピースに30秒間加えることによってウエットアウトさせた。第2の剥離ライナーを除去し、UVICURE Plus積算放射計(EIT,Inc.(Sterling,VA))で測定しながら、接着剤部分をマイクロ波源(0.9~1.2J/cm2、UVA,Hバルブ,Heraeus Noblelight America(Gaithersburg,MD))で露光した。照射した試料を、強化ガラスプラークへと貼り付け、6kgの重量を、結合した積層物へ30~60秒間加えることによってウエットアウトさせた。試験に先だって、積層物を周囲条件下にて24時間硬化させた。
MCT/A検出器及びSMART OMNI一回反射型ゲルマニウム(GE)減衰全反射(ATR)アクセサリを伴う、NICOLET NEXUS 670 IR分光計(Thermo Fisher Scientific Inc.(Waltham,MA))で、ATR測定を実施した。スペクトルは、4000~650cm-1の範囲にわたる分解能が4(データ間隔=2cm-1)で、32回の積算からなる。
組成物のクリープ性能及び寸法安定性を、MCR302レオメータ(Anton Paar GmbH(Graz,Austria))を使用して決定した。各組成物の0.6mm厚試料を25mmの平行板の間に載せ、1Nの垂直力(FN)を加えた。1000Paの一定応力を300秒間加え、次に、0Paの一定応力を600秒間加えた。組成物のクリープ特性(「コールドフロー」)を決定するために300秒の間のひずみ(γ300s)を記録し、%ひずみで得た。
アクリルコポリマーのガラス転移温度Tgを、MCR302レオメータ(Anton Paar GmbH(Graz,Austria))を、振動モードで使用して、決定した。試料を8mmの平行板に載せ、0.1Nの垂直力を加えた。最初に試料を、30℃から-50℃へと、10℃/分で冷却した。ひずみ(γ)は、1%から0.01%まで減少し、垂直力(FN)は、0.1Nから0.5Nへと増加した。次に、-50℃から150℃へと10℃/分で加熱しながら試料を分析した。γは0.01%から5%へと増加し、FNは0.5Nから0.05Nへと減少した。全実験において、振動周波数(F)は1Hzであった。tan(δ)の主たるピークと一致する温度を、Tgとして記録し、単位℃で得た。
方法1
アクリルコポリマー混合物をKarim(米国特許第5721289号)の方法によって調製した。各組成物について、全アクリルモノマー及び0.04部のIRGACURE 651光開始剤をガラスジャー内で混合した。F1のみ、29部のEPON828、及び10部のEPON1001Fを、追加で、添加した。溶液を窒素でパージし、攪拌しながら、混合物の粘度が塗布に好適になるまで(500~5000cP)UVA光で露光した。100部の上記シロップ、0.2部のIRGACURE 651、及び任意の残っている構成成分(エポキシ及び/又はアルコール)の混合物を作製した。混合物を、0.050mmのシリコーンコートされたポリ(エチレンテレフタレート)剥離ライナー2つの間に、0.75mm厚でコーティングした。UVIRAD低エネルギーUV積算放射計(EIT,Inc.(Sterling,VA))で測定しながら、この両面ライナー構造を、各側から、350BL蛍光性バルブからの1200mJ/cm2のUVAで照射した。その後の合成に先立って、剥離ライナーを除去した。
アクリルコポリマーをHamer(米国特許第5804610号)の方法によって調製した。アクリルモノマー、ラジカル光開始剤(IRGACURE 651)、及び連鎖移動剤(IOTG)を、アンバーガラスジャー内で混ぜ合わせ、手動でかき混ぜる(swirling by hand to mix)ことにより溶液を調製した。溶液を、熱融着したエチレンビニルアセテート系フィルムのコンパートメント内に、25gのアリコートとして分配し、16℃のウォーターバスに浸し、UV光(UVA=4.7mWcm-2、8分/片面)を使用して重合させた。
組成物を、50又は250g対応の加熱混合ヘッド及び混練機素を装着したBRABENDERミキサー(C.W.Brabender(Hackensack,NJ))を使用して調製した。ミキサーを望ましい混合温度、120~150℃で稼動させ、混練機素を100rpmで動作させた。最初にアクリルコポリマーを添加し、数分間混合した。固体エポキシ樹脂及びヒドロキシ官能性フィルム形成ポリマーを添加し、混合物全体が均一な分布となるまで混合した。液体エポキシ樹脂、ポリオール、及びシラン材料を、均一な分布となるまで、徐々に添加した。得られた混合物を数分間攪拌し、次に光酸発生剤を滴加した。混合物を数分間攪拌し、次に、アルミニウムパンへ移し、冷却した。材料の塊を2つの剥離ライナーの間に置き、液圧プレス(Carver Inc.(Wabash,IN))を使用して、95℃まで加熱しながら押圧し0.6mm厚のフィルムにした。
a米国特許第5721289号実施例10
b米国特許第5721289号実施例4
c米国特許出願公開第2002/0182955(A1)号:明細書の[0073];合成の際、組成物はマクロ相分離を示し、それ以上評価できなかった。
d米国特許出願公開第2002/0182955(A1)号:実施例AE-1;組成物は、コーティングの際剥離ライナーに浸透し、フィルム形成特性の乏しさを示した。
eATRは、指定の硬化プロファイル後の、硬化の均一性を評価した。各表面に関して、エポキシ変換を、硬化(C)、部分的な硬化(P)、又は未硬化(U)として記録した。
Claims (4)
- a.テトラヒドロフルフリル(メタ)アクリレートコポリマー、
b.エポキシ樹脂成分、
c.液体ポリエーテルポリオール、
d.フェノキシ樹脂、エチレン/ビニルアセテート(EVA)コポリマー(25℃において固体)及び25℃において固体であるポリビニルアセタール樹脂からなる群から選択される、ヒドロキシ官能性フィルム形成ポリマー、並びに、
e.カチオン性光開始剤を含み、
前記テトラヒドロフルフリル(メタ)アクリレートコポリマーが、
i)40~60重量%のテトラヒドロフルフリル(メタ)アクリレートモノマー、
ii)40~60重量%のC1~C8アルキル(メタ)アクリレートエステルモノマー、及び、
iii)0~10重量%のカチオン反応性の官能性(メタ)アクリレートエステルモノマーを含み、
i)~iii)の合計は100重量%である、硬化性組成物。 - エポキシ樹脂のアクリレートポリマーに対する重量比が、1.1:1~5:1である、請求項1に記載の硬化性組成物。
- 前記エポキシ樹脂が、カチオン反応性(メタ)アクリレートエステル官能性モノマーを含む、請求項1又は2に記載の硬化性組成物。
- 基材と、該基材の表面上にある、請求項1~3のいずれか一項に記載の硬化性組成物の層とを含む、接着剤物品。
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EP3320053B1 (en) | 2020-06-17 |
EP3733808A1 (en) | 2020-11-04 |
CN111500227B (zh) | 2022-04-22 |
JP6837443B2 (ja) | 2021-03-03 |
KR20180015215A (ko) | 2018-02-12 |
CN107709497B (zh) | 2020-07-17 |
EP3320053A1 (en) | 2018-05-16 |
JP2018522967A (ja) | 2018-08-16 |
CN107709497A (zh) | 2018-02-16 |
TWI713529B (zh) | 2020-12-21 |
US10676655B2 (en) | 2020-06-09 |
JP2020200473A (ja) | 2020-12-17 |
US20200270492A1 (en) | 2020-08-27 |
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