JP6406502B2 - 重合性封着組成物 - Google Patents
重合性封着組成物 Download PDFInfo
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- JP6406502B2 JP6406502B2 JP2014138266A JP2014138266A JP6406502B2 JP 6406502 B2 JP6406502 B2 JP 6406502B2 JP 2014138266 A JP2014138266 A JP 2014138266A JP 2014138266 A JP2014138266 A JP 2014138266A JP 6406502 B2 JP6406502 B2 JP 6406502B2
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- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 229910002011 hydrophilic fumed silica Inorganic materials 0.000 description 1
- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- URARUSGNRSGTHE-UHFFFAOYSA-L iron(2+);naphthalene-1-carboxylate Chemical compound [Fe+2].C1=CC=C2C(C(=O)[O-])=CC=CC2=C1.C1=CC=C2C(C(=O)[O-])=CC=CC2=C1 URARUSGNRSGTHE-UHFFFAOYSA-L 0.000 description 1
- PKBRCANVDCVQJP-UHFFFAOYSA-L iron(2+);propanoate Chemical compound [Fe+2].CCC([O-])=O.CCC([O-])=O PKBRCANVDCVQJP-UHFFFAOYSA-L 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- TXIZEHFTRRBEMY-UHFFFAOYSA-N n'-(4-bromophenyl)acetohydrazide Chemical compound CC(=O)NNC1=CC=C(Br)C=C1 TXIZEHFTRRBEMY-UHFFFAOYSA-N 0.000 description 1
- CXXPSOUBODTKJI-UHFFFAOYSA-N n'-(4-methylphenyl)acetohydrazide Chemical compound CC(=O)NNC1=CC=C(C)C=C1 CXXPSOUBODTKJI-UHFFFAOYSA-N 0.000 description 1
- JBEVBBJOOYCIGB-UHFFFAOYSA-N n'-(4-nitrophenyl)acetohydrazide Chemical compound CC(=O)NNC1=CC=C([N+]([O-])=O)C=C1 JBEVBBJOOYCIGB-UHFFFAOYSA-N 0.000 description 1
- CKLPECFHCLIYKN-UHFFFAOYSA-N n'-phenylbenzohydrazide Chemical compound C=1C=CC=CC=1C(=O)NNC1=CC=CC=C1 CKLPECFHCLIYKN-UHFFFAOYSA-N 0.000 description 1
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
- QIWOKEQEGOOGGH-UHFFFAOYSA-N n-anilinoformamide Chemical compound O=CNNC1=CC=CC=C1 QIWOKEQEGOOGGH-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WTQSPDBNCMUOKF-UHFFFAOYSA-L naphthalene-1-carboxylate;nickel(2+) Chemical compound [Ni+2].C1=CC=C2C(C(=O)[O-])=CC=CC2=C1.C1=CC=C2C(C(=O)[O-])=CC=CC2=C1 WTQSPDBNCMUOKF-UHFFFAOYSA-L 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 229940105570 ornex Drugs 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- RUOPINZRYMFPBF-UHFFFAOYSA-N pentane-1,3-diol Chemical compound CCC(O)CCO RUOPINZRYMFPBF-UHFFFAOYSA-N 0.000 description 1
- MJKYCJBIICJHRD-UHFFFAOYSA-N pentane-2,4-dione;vanadium Chemical compound [V].CC(=O)CC(C)=O MJKYCJBIICJHRD-UHFFFAOYSA-N 0.000 description 1
- HBBNNFHREIUYOG-UHFFFAOYSA-N phenazine;quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21.C1=CC=CC2=NC3=CC=CC=C3N=C21 HBBNNFHREIUYOG-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 description 1
- 229940103494 thiosalicylic acid Drugs 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7831—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing biuret groups
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- 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
- 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
-
- 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
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- 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
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16B—DEVICES FOR FASTENING OR SECURING CONSTRUCTIONAL ELEMENTS OR MACHINE PARTS TOGETHER, e.g. NAILS, BOLTS, CIRCLIPS, CLAMPS, CLIPS OR WEDGES; JOINTS OR JOINTING
- F16B33/00—Features common to bolt and nut
- F16B33/06—Surface treatment of parts furnished with screw-thread, e.g. for preventing seizure or fretting
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/005—Additives being defined by their particle size in general
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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
- C09J2301/414—Additional features of adhesives in the form of films or foils characterized by the presence of essential components presence of a copolymer
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Sealing Material Composition (AREA)
- Polymerisation Methods In General (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
(1)以下の(a)、(b)成分を含むマイクロカプセル、
(a)ビスフェノール骨格を有し、分子中に(メタ)アクリル基を一つ以上有する化合物
(b)分子量が300以下であり、脂肪族鎖に直接結合した(メタ)アクリロイルオキシ基を一つ以上有し、なおかつエポキシ基を有しない化合物 前記(a)成分100質量部に対し50〜150質量部
(2)アクリル酸エステルを構成モノマーとして含む重合体よりなるバインダー成分 前記(1)のマイクロカプセル100質量部に対し、1〜75質量部
(3)前記(a)、(b)成分を硬化させる要素
(4)水
を含んでなる、重合性封着組成物である。
第2の実施形態は、前記(1)のマイクロカプセルが、イソシアネート化合物とメラミン−ホルムアルデヒドの初期縮合物との反応により殻を形成するものである、重合性封着組成物。
第3の実施形態は、前記(1)のマイクロカプセルに含まれる(b)成分が、炭素数が10以下の直鎖アルキレンの両末端に(メタ)アクリル基を有してなる構造の化合物である、重合性封着組成物。
第4の実施形態は、前記(3)の要素が、マイクロカプセルに内包された成分を含むものである、重合性封着組成物。
第5の実施形態は、前記マイクロカプセルに内包された成分が、過酸化物を含むものである、重合性封着組成物。
第6の実施形態は、前記重合性封着組成物がさらに(5)粒径1μm以下の微粉末シリカを含むものである、重合性封着組成物。
第7の実施形態は、前記重合性封着組成物が螺合部材の締結のために用いるものである、重合性封着組成物。
第9の実施形態は、前記部材が螺合部材であり、前記塗膜が形成された部位が螺合面である、螺合部材である。
本発明のマイクロカプセルは、次の(a)、(b)成分を少なくとも含むものである。すなわち、
(a)ビスフェノール骨格を有し、分子中に(メタ)アクリル基を一つ以上有する化合物
(b)分子量が300以下であり、脂肪族鎖に直接結合した(メタ)アクリロイルオキシ基を一つ以上有し、なおかつエポキシ基を有しない化合物
であり、その組成は(a)成分100質量部に対し(b)成分が50〜150質量部となる質量比である。
本発明のバインダー成分としては、アクリル酸エステルを構成モノマーとして含む重合体よりなるバインダー成分を用いるものであり、さらに当該バインダー成分としては、アクリル酸エステル共重合体が好適である。当該構成のバインダー成分であれば、接着剤やコーティング剤等に用いられる公知の化合物を用いることができるが、特に本発明の組成物は水系であるため、当該化合物としては水溶性、エマルジョン等の水分散性または水懸濁性、若しくは予め水分散処理がなされている化合物が特に好適である。前記アクリル酸エステルを構成モノマーとして含む重合体よりなる水性バインダー成分の市販品としては、ジュリマーAC−10S(質量平均分子量約5000)、ジュリマーAS−10SH(質量平均分子量約100万)(以上、東亜合成社製品)、アクリセットARL−468(質量平均分子量約4000)、アクリセットARL−460(以上、日本触媒社製品)、ポリゾールAP−1761、ポリゾールAP−5595N、ポリゾールAP−4690N(以上、昭和電工社製品)、ニューコートSFK−1000A、ニューコートSFK−8000A(以上、新中村化学社製品)、モビニール727,モビニール7525、モビニール745(以上、日本合成化学社製品)などが挙げられるが、これらに限定するものではない。
前記(a)、(b)成分を硬化させるもので、水の存在に悪影響を受けるものでなければ特段の制約はなく、通常アクリル官能性基を硬化させる目的で用いられる公知の化合物を選択できる。例えば、光ラジカル開始剤、熱ラジカル開始剤、嫌気重合硬化剤、マイケル付加架橋剤等から、所望の反応形態に適した材料を選択することができる。例えば本発明の重合性封着組成物が影部に用いるものであれば光ラジカル開始剤以外のもの、特に金属ネジなどの螺合部材表面に適用するものであれば、嫌気重合硬化剤が特に好適に用いることができる。なお本発明明細書中では、当該(3)を以後「硬化剤成分」ともいう。
(a−1):BPE−80N 新中村化学社製品、エトキシ変性(2.3)ビスフェノールA型エポキシジメタクリレート 分子量約452
(a’−1):U−4HA 新中村化学社製品、四官能ウレタン(メタ)アクリレート 分子量約600
(a’−2):A−DCP 新中村化学社製品、トリシクロデカンジメタノールジアクリレート 分子量約304
・本発明の(1)マイクロカプセルに包含される(b)成分及びその比較成分は、以下のものを用いた
(b−1):ライトアクリレート1.6HX−A 共栄社化学社製品、1,6−ヘキサンジオールジアクリレート 分子量約226
(b’−1):IBXA 大阪有機化学社製品、イソボルニルアクリレート 分子量約208
(b’−2):ブレンマーG 日油社製品、グリシジルメタクリレート 分子量約142
(b’−3):BPE−100 新中村化学社製品、エトキシ変性(2.6)ビスフェノールA型エポキシアクリレート、分子量約478
(b’−4):CADURA E10P 三菱化学社製品、ネオデカン酸グリシジルエステル、分子量約228
(2−1)ニューコートSFK−1000A 新中村化学社製品、アクリル酸エステル共重合体エマルジョン 固形分約45%、水分約55%
(2’−1)エスレックKW−10 積水化学社製品、アルキルアセタール化ポリビニルアルコール水溶液 固形分25%、水分約75%、25℃での粘度約4000mPa・s
・本発明の(3)硬化剤成分は、過酸化ベンゾイルの70%水溶液を内容物として含み、尿素−レゾルシン−ホルムアルデヒド反応生成物から成る壁材を殻として10質量%含んでなるマイクロカプセルを用いた
・本発明の(4)水は、イオン交換水を用いた
・本発明の(5)粒径1μm以下の微粉末シリカは、アエロジル200V(日本アエロジル社製品、平均粒径約12nm、比表面積約200m2/g(BET法)、親水性のヒュームドシリカ)を用いた
[マイクロカプセル(1)の製造方法]
前記(a)、(b)成分及びその比較成分に相当する材料を、表1の各実施例、比較例に記載の質量比で混合し、該混合物90質量部に対しマイクロカプセルの壁材となるメチレンジイソシアネートのビューレット変性体(住友バイエルウレタン社製品、デスモジュールN3200)を10質量部加え混合、攪拌を行った。この混合物を、イソブチレン−マレイン酸共重合体の10%水溶液100質量部中に50質量部添加して混合することで分散させ、酸性条件下攪拌を行い、ここにメラミン−ホルムアルデヒド初期縮合物(日本カーバイド社製品、ニカレヂン)の60%水溶液を滴下、混合攪拌を続けることで(a)、(b)成分を包含するマイクロカプセル(1)を製造した。
前記により製造したマイクロカプセルを分散させるためのベースとなる液(以後、本発明中では「ベース液」ともいう)として、分散媒であるイオン交換水(4)中に前記(2)のバインダー成分を20質量部、硬化促進剤としてサッカリンを1.5質量部、チオサリチル酸を3.5質量部、改質剤として前記(5)の微粉末シリカを0.2質量部、レオロジーコントロール剤としてSNシックナーA−803を0.5質量部、それぞれ添加して、ベース液全体が100質量部となるようイオン交換水の質量を調整し、混合攪拌を行った。
前記方法により製造した、(1)の(a)、(b)成分を含むマイクロカプセル100質量部と、前記(3)の硬化剤成分10質量部を、前記ベース液180質量部中に添加し、均一に混合攪拌することで、実施例、比較例での評価に用いるための重合性封着組成物(以後、「組成物」ともいう)を製造した。
JIS B 1180に適合したSS41製六角ボルト(M10×P1.5)の螺合面を、前記の各組成物液中に浸した後、当該螺合面の先端部のみを清浄な水で洗い、然る後当該ボルトの頭部を上側に保持した状態にて常温で1時間静置し、余分な組成物液を落下させた。これをさらに80℃の恒温槽にて20分間静置することで揮発成分を揮散、乾燥させることにより、螺合面に組成物の被膜を形成したボルト(以後、「被膜形成ボルト」ともいう)を作成した。
[固着力]
前記被膜形成ボルトに平座金(JIS B 1256相当品、M10)を通し、さらにこれに適合するナット(JIS B 1181に適合したSS41製のナット、M10)を30N・mの締付トルクで締結することで、マイクロカプセルの破壊とそれに伴う硬化反応を起こさせ、常温で24時間静置して固着力評価のための試験片を作成した。この試験片のボルト頭部を、ねじ締付け測定機(NST−100NM、日本計測システム社製品)にセットし、ナットをゆるめる方向に回転させ、ナットが初めて動き出した時点のトルク(破壊トルク)を固着力として測定、評価を行った。評価基準は以下の通り。
○:破壊トルクが35N・m以上の値であるものを合格として表記
×:破壊トルクが35N・m未満の値であるものを不合格として表記
前記固着力評価のための試験片と同様の方法で試験片を作成し、これを100℃の恒温槽に投入した。当該試験片は30日経過後に恒温槽より取り出し、各試験片について固着力を測定することにより評価を行った。評価基準は以下の通り。
○:初期値の80%以上の値であるものを合格として表記
×:初期値の80%に満たないものを不合格として表記
前記固着力評価で評価を行った各試験片よりナットを取り外し、当該試験片のボルト及びナットの螺合面をそれぞれ目視で観察し、削粉の発生状況を評価した。評価基準は以下の通り。
○:ボルトの螺合面に残存している組成物の被膜の見かけの表面積が初期状態の90%以上である、またはナットの螺合面に付着している組成物の被膜の見かけの表面積が、螺合面全体の10%未満であるものを合格として表記
×:ボルト及びナットの螺合面が上記の状態でないものを不合格として表記
前記製法により製造した各組成物液を90℃の恒温槽に4時間投入し、これらを常温に戻してからガラス棒で攪拌した後、沈殿凝集物の有無について目視で観察することにより評価を行った。評価基準は以下の通り。
○:沈殿凝集物の発生が認められないものを合格として表記
×:沈殿凝集物の発生が認められたものを不合格として表記
Claims (9)
- 以下の(1)〜(4)を含んで成る、重合性封着組成物。
(1)以下(a)、(b)を含むマイクロカプセル、
(a)ビスフェノール骨格を有し、分子中に(メタ)アクリル基を一つ以上有する化合物
(b)分子量が300以下であり、脂肪族鎖に直接結合した(メタ)アクリロイルオキシ基を一つ以上有し、なおかつエポキシ基を有しない化合物 前記(a)成分100質量部に対し50〜150質量部
(2)アクリル酸エステルを構成モノマーとして含む重合体よりなるバインダー成分 前記(1)のマイクロカプセル100質量部に対し、1〜75質量部
(3)前記(a)、(b)を硬化させる要素
(4)水 - 前記(1)のマイクロカプセルが、イソシアネート化合物とメラミン−ホルムアルデヒドの初期縮合物との反応により殻を形成するものである、請求項1に記載の重合性封着組成物。
- 前記(1)のマイクロカプセルに含まれる(b)成分が、炭素数が10以下の直鎖アルキレンの両末端に(メタ)アクリロイルオキシ基を有してなる構造の化合物である、請求項1,2のいずれか1項に記載の重合性封着組成物。
- 前記(3)の要素が、マイクロカプセルに内包された成分を含むものである、請求項1〜3のいずれか1項に記載の重合性封着組成物。
- 前記マイクロカプセルに内包された成分が、過酸化物を含むものである、請求項1〜4のいずれか1項に記載の重合性封着組成物。
- 前記重合性封着組成物が、さらに(5)粒径1μm以下の微粉末シリカを含むものである、請求項1〜5のいずれか1項に記載の重合性封着組成物。
- 前記重合性封着組成物が螺合部材の締結のために用いるものである、請求項1〜6のいずれか1項に記載の重合性封着組成物。
- 前記請求項1〜7のいずれか1項に記載の重合性封着組成物を塗布した上で、前記重合性封着組成物に含まれる揮発分を揮発してなる塗膜を有した部材。
- 前記請求項8に記載の部材が螺合部材であり、前記塗膜が形成された部位が螺合面である、螺合部材。
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PCT/JP2015/067526 WO2016002525A1 (ja) | 2014-07-04 | 2015-06-17 | 重合性封着組成物 |
CN201580035336.4A CN106661424B (zh) | 2014-07-04 | 2015-06-17 | 聚合性密封组合物 |
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EP15814778.5A EP3165584B1 (en) | 2014-07-04 | 2015-06-17 | Polymerizable sealing composition |
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