CN101130679B - Adhesion agent and method of manufacturing the same - Google Patents
Adhesion agent and method of manufacturing the same Download PDFInfo
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- CN101130679B CN101130679B CN2006101099664A CN200610109966A CN101130679B CN 101130679 B CN101130679 B CN 101130679B CN 2006101099664 A CN2006101099664 A CN 2006101099664A CN 200610109966 A CN200610109966 A CN 200610109966A CN 101130679 B CN101130679 B CN 101130679B
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- Prior art keywords
- butadiene rubber
- hydrogenated nitrile
- weight
- weight part
- tackiness agent
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title 1
- 239000003822 epoxy resin Substances 0.000 claims abstract description 19
- 239000012764 mineral filler Substances 0.000 claims abstract description 19
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 15
- -1 flexibilizer Substances 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical class C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 82
- 229920000459 Nitrile rubber Polymers 0.000 claims description 61
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 23
- 239000004593 Epoxy Substances 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 17
- 229920013649 Paracril Polymers 0.000 claims description 16
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 15
- 238000005984 hydrogenation reaction Methods 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 238000002360 preparation method Methods 0.000 claims description 14
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000007822 coupling agent Substances 0.000 claims description 11
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 10
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims description 6
- 229910021502 aluminium hydroxide Inorganic materials 0.000 claims description 6
- 229940015043 glyoxal Drugs 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 229930185605 Bisphenol Natural products 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920001971 elastomer Polymers 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000005060 rubber Substances 0.000 claims description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 3
- 229920003986 novolac Polymers 0.000 claims description 3
- 229960004418 trolamine Drugs 0.000 claims description 3
- 238000010792 warming Methods 0.000 claims description 3
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 claims description 2
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052582 BN Inorganic materials 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 2
- AUXQMOASXWFSFP-UHFFFAOYSA-I [F-].[Zn+2].[B+3].[F-].[F-].[F-].[F-] Chemical compound [F-].[Zn+2].[B+3].[F-].[F-].[F-].[F-] AUXQMOASXWFSFP-UHFFFAOYSA-I 0.000 claims description 2
- XPDKEDUCGIWKEL-UHFFFAOYSA-J [Sn](F)(F)(F)F.[B] Chemical compound [Sn](F)(F)(F)F.[B] XPDKEDUCGIWKEL-UHFFFAOYSA-J 0.000 claims description 2
- 239000004844 aliphatic epoxy resin Substances 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000004984 aromatic diamines Chemical class 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 238000006735 epoxidation reaction Methods 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims description 2
- 235000012204 lemonade/lime carbonate Nutrition 0.000 claims description 2
- 239000001095 magnesium carbonate Substances 0.000 claims description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 2
- 229960001708 magnesium carbonate Drugs 0.000 claims description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims description 2
- 235000014380 magnesium carbonate Nutrition 0.000 claims description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
- 239000000347 magnesium hydroxide Substances 0.000 claims description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
- 239000000395 magnesium oxide Substances 0.000 claims description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 2
- 235000012245 magnesium oxide Nutrition 0.000 claims description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 2
- LVIYYTJTOKJJOC-UHFFFAOYSA-N nickel phthalocyanine Chemical compound [Ni+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 LVIYYTJTOKJJOC-UHFFFAOYSA-N 0.000 claims description 2
- OJUGVDODNPJEEC-UHFFFAOYSA-N phenylglyoxal Chemical compound O=CC(=O)C1=CC=CC=C1 OJUGVDODNPJEEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 229960001866 silicon dioxide Drugs 0.000 claims description 2
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- CXZMPNCYSOLUEK-UHFFFAOYSA-N triethyl propyl silicate Chemical compound CCCO[Si](OCC)(OCC)OCC CXZMPNCYSOLUEK-UHFFFAOYSA-N 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- 235000014692 zinc oxide Nutrition 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 239000004841 bisphenol A epoxy resin Substances 0.000 claims 1
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical class C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 4
- 239000002184 metal Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract 1
- 239000004848 polyfunctional curative Substances 0.000 abstract 1
- 230000005012 migration Effects 0.000 description 13
- 238000013508 migration Methods 0.000 description 13
- 238000012360 testing method Methods 0.000 description 9
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 8
- 230000008859 change Effects 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- 239000003063 flame retardant Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 238000009413 insulation Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000003466 welding Methods 0.000 description 4
- 238000013019 agitation Methods 0.000 description 3
- 238000005530 etching Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical group 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000011889 copper foil Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000007731 hot pressing Methods 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000643 oven drying Methods 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920003223 poly(pyromellitimide-1,4-diphenyl ether) Polymers 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- HBGPNLPABVUVKZ-POTXQNELSA-N (1r,3as,4s,5ar,5br,7r,7ar,11ar,11br,13as,13br)-4,7-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysen-9-one Chemical compound C([C@@]12C)CC(=O)C(C)(C)[C@@H]1[C@H](O)C[C@]([C@]1(C)C[C@@H]3O)(C)[C@@H]2CC[C@H]1[C@@H]1[C@]3(C)CC[C@H]1C(=C)C HBGPNLPABVUVKZ-POTXQNELSA-N 0.000 description 1
- PFRGGOIBYLYVKM-UHFFFAOYSA-N 15alpha-hydroxylup-20(29)-en-3-one Natural products CC(=C)C1CCC2(C)CC(O)C3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 PFRGGOIBYLYVKM-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 229920013644 Chemigum Polymers 0.000 description 1
- SOKRNBGSNZXYIO-UHFFFAOYSA-N Resinone Natural products CC(=C)C1CCC2(C)C(O)CC3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 SOKRNBGSNZXYIO-UHFFFAOYSA-N 0.000 description 1
- 208000034189 Sclerosis Diseases 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical class NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000003351 stiffener Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000012745 toughening agent Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses an adhesive, which comprises the following parts: epoxy resin, flexibilizer, catalyst, hardener, accelerant, mineral filler and solvent, wherein the flexibilizer consists of 10-100wt% hydrogenated acrylonitrile butadiene and 0-90wt% acrylonitrile butadiene with hydrogenated rate of hydrogenated acrylonitrile butadiene at 50-100%. The invention has good expression in peel strength of flexible printing circuit, flexibility, size stability, chemical-resisting and electric insulativity, which also possesses superior thermostable decomposability and anti-metal mobility.
Description
Technical field
The present invention relates to a kind of tackiness agent and preparation method thereof.
Background technology
Traditional epoxyn fragility is bigger, and has shrinkability in solidification process, produces bigger internal stress, for this reason, mostly uses paracril (NBR) to improve the adhesiveproperties and the shock resistance of epoxyn as toughner.
But in actual application, for example in flexible printed circuit board (FPC) industry, FPC is as a kind of base mateiral of special electronic interconnection, but except that static buckling, also can do dynamic bending, curl and fold etc., therefore can carry out three-dimensional three-dimensional wiring with product available space size and shape.Thin, light, short, the little demand trend of electronics and IT products, having promoted FPC redirect to civilian rapidly from military products, the nearly all high-tech electronic product that emerges has in recent years all adopted FPC in a large number, carries IC substrate etc. as folding cell phone, digital camera, Digital Video, automobile satellite direction locating device, LCD TV, notebook computer, band.FPC generally is that high-temperature resistant membrane is through coating binder, after curing, certain temperature is covered with tinsel, through hot pressing or be composited, thereby tackiness agent must satisfy various performance requriementss such as comprising stripping strength, flexibility, dimensional stability, chemical resistance, electric insulating quality, pyrolytic stability and anti-metal migration.
Patent application 01131861.9 discloses a kind of tackiness agent, the sclerosis catalyst of the host that consists of 100 weight parts of this tackiness agent, the stiffening agent of 1-20 weight part and 0.1-2 weight part; Host is by the toughner of 100 parts by weight of epoxy resin, 25-40 weight part, the phosphorus compound master catalyst of 0.1-1.0 weight part, the weighting agent of 2-12 weight part, the solvent composition of the dispersion agent of 0.1-1.0 weight part and 125-170 weight part.This patent with carbonyl terminated perbutan, amido terminated perbutan or epoxy group-terminated perbutan as the flexibility of toughner when improving hot setting, but because the pyrolytic stability of NBR is bad, at high temperature, high humidity, have under the environment of current loading, use the copper cash among the FPC of this tackiness agent disassociation can take place and produce migration, make and cause short circuit by failure of insulation between copper cash.
Summary of the invention
The objective of the invention is to overcome the shortcoming of existing tackiness agent pyrolytic stability difference, a kind of new good tackiness agent of pyrolytic stability is provided.
The invention provides a kind of tackiness agent, this tackiness agent contains Resins, epoxy, toughner, catalyzer, solidifying agent, promotor, mineral filler and solvent, wherein, toughner contains the hydrogenated nitrile-butadiene rubber of 10-100 weight % and the paracril of 0-90 weight %, and the hydrogenation ratio of hydrogenated nitrile-butadiene rubber is 50-100%.
The preparation method of tackiness agent of the present invention comprises Resins, epoxy, toughner, catalyst dissolution in solvent, is warming up to 60-100 ℃ then, is incubated 5-40 hour; Product and solidifying agent, promotor, the mineral filler that obtains mixed, wherein, toughner contains the hydrogenated nitrile-butadiene rubber of 10-100 weight % and the paracril of 0-90% again, and the hydrogenation ratio of hydrogenated nitrile-butadiene rubber is 50-100%.
The NBR rubber that tackiness agent of the present invention uses new type of toughening agent to replace or partly replaced using in traditional tackiness agent, when there is good performance stripping strength, flexibility, dimensional stability, chemical resistance, electric insulating quality aspect, also have excellent pyrolytic stability and anti-metal migration.
Embodiment
Tackiness agent of the present invention contains Resins, epoxy, toughner, catalyzer, solidifying agent, promotor, mineral filler and solvent, wherein, toughner contains the hydrogenated nitrile-butadiene rubber of 10-100 weight % and the paracril of 0-90 weight %, and the hydrogenation ratio of hydrogenated nitrile-butadiene rubber is 50-100%.
Hydrogenated nitrile-butadiene rubber used in the present invention can be various hydrogenated nitrile-butadiene rubbers, be preferably in end hydrogen base hydrogenated nitrile-butadiene rubber, end carboxyl hydrogenated nitrile-butadiene rubber, the amino hydrogenated nitrile-butadiene rubber of end and the end epoxy group(ing) hydrogenated nitrile-butadiene rubber one or more, the number-average molecular weight of this end hydrogen base hydrogenated nitrile-butadiene rubber, end carboxyl hydrogenated nitrile-butadiene rubber, the amino hydrogenated nitrile-butadiene rubber of end and end epoxy group(ing) hydrogenated nitrile-butadiene rubber all is preferably 1000-4000, and the content of the acrylonitrile unit in the molecule all is preferably 10-35 weight %.
The hydrogenation ratio of described hydrogenated nitrile-butadiene rubber is an index estimating the degree of hydrogenation of carbon carbon unsaturated link(age), can be represented by the formula:
Wherein double bond content can adopt conventional iodometric determination.
The hydrogenated nitrile-butadiene rubber that uses among the present invention can be commercially available, and also can for example, under 30-60 ℃, use hydrogen storage metal catalysis chemigum hydrogenations such as palladium, platinum, nickel in the tetrahydrofuran solution by existing method preparation, obtains hydrogenated nitrile-butadiene rubber.And what use in the prior art is not pass through the hydrogenant paracril, does not have effect of the present invention.
Paracril used in the present invention can be for the paracril of routine, be preferably in end hydrogen base paracril, nbr carboxyl terminal, amino terminated butadiene acrylonitrile rubber and the end epoxy group(ing) paracril one or more, the number-average molecular weight of this end hydrogen base paracril, nbr carboxyl terminal, amino terminated butadiene acrylonitrile rubber and end epoxy group(ing) paracril all is preferably 1000-4000, and the content of the acrylonitrile unit in the molecule all is preferably 10-35 weight %.
In order to increase the consistency between mineral filler and tackiness agent, tackiness agent provided by the invention can also preferably contain coupling agent, described coupling agent can be the employed various conventional coupling agents in this area, be preferably silane coupling agent, more preferably one or more in γ-An Bingjisanyiyangjiguiwan, γ-epoxidation propoxy-triethoxyl silane, diethylenetriamine base propyl-triethoxysilicane, the α-phenylamino Union carbide A-162, more preferably γ-An Bingjisanyiyangjiguiwan.
Resins, epoxy used in the present invention is conventional Resins, epoxy, be preferably polyfunctional epoxy resin, in molecule, contain two or more epoxide groups at least, for example can be in bisphenol A type epoxy resin, bisphenol f type epoxy resin, bis-phenol novolac epoxy, aliphatic epoxy resin and the halogen substituted epoxy resin one or more.Above-mentioned various Resins, epoxy all is available commercially, and for example all can be used for the present invention with E-12, E-21, E-44, E-51, EX-40, EX-48, EX-20, F-44, F-51 brand product sold.Above Resins, epoxy can use separately also can mix two or more uses, consider the needs of tackiness agent flame retardant resistance, the preferred ratio that increases halogen substituted epoxy resin, in order to reach tangible flame retardant effect, the amount of preferred halogen substituted epoxy resin is the 50-100 weight % of total epoxy.
The present invention uses catalyzer in order to promote Resins, epoxy and toughner generation crosslinking reaction, this catalyzer can be the employed various conventional catalysts in this area, be preferably aminated compounds, more preferably one or both in N-picoline, N-Methyl pyrrolidone, triethylamine, the trolamine.
Solidifying agent used in the present invention can be the employed various conventional solidifying agent in this area, be preferably diamine, more preferably one or more in aliphatie diamine, aromatic diamine, alicyclic diamine, amino amine or the polymeric amide, more preferably two amido ditanes (DDM), two amido sulfobenzide (DDS) and modification dicyandiamide compounds.
Promotor used in the present invention can be the employed various conventional promotor in this area, be preferably glyoxaline compound and boron fluoride, more preferably one or more in imidazoles, glyoxal ethyline, 2-ethyl-4-methylimidazole, 2-phenylimidazole, 1-phenyl-glyoxal ethyline, boron zinc fluoride, boron Tin tetrafluoride., the boron nickelous fluoride, more preferably glyoxal ethyline.
The present invention uses dimensional stability, pyrolytic stability and the mechanical punching after the purpose of mineral filler is to improve the tackiness agent hot setting, this mineral filler can be the employed various conventional mineral fillers in this area, be preferably in silicon-dioxide, aluminium sesquioxide, aluminium hydroxide, magnesium hydroxide, antimonous oxide, Calucium Silicate powder, lime carbonate, magnesiumcarbonate, magnesium oxide, zinc oxide and the boron nitride one or more, more preferably aluminium hydroxide.
Solvent used in the present invention can be the employed various conventional solvents in this area, is preferably in methylethylketone, acetone, methyl alcohol, Virahol, n-propyl alcohol, toluene, the dimethylbenzene one or more.
Each component concentration is conventional content in the tackiness agent of the present invention, in general, with respect to 100 parts by weight of epoxy resin, the content of toughner can can can can be the 100-600 weight part for the content of 2-15 weight part, solvent for the content of 0.1-5 weight part, mineral filler for the content of 2-20 weight part, promotor for the content of 0.1-2 weight part, solidifying agent for the content of 30-80 weight part, catalyzer.
The preparation method of tackiness agent of the present invention comprises Resins, epoxy, toughner, catalyst dissolution in solvent, be warming up to 60-100 ℃ then, be incubated 5-40 hour, mix with above-mentioned product and solidifying agent, promotor, mineral filler or with solidifying agent, promotor, coupling agent, mineral filler again, can make flexible printed circuit board of the present invention and stick with glue agent.Wherein, with respect to 100 parts by weight of epoxy resin, the add-on that the add-on that the add-on that the add-on that the add-on that the add-on of toughner is preferably 30-80 weight part, catalyzer is preferably 0.1-2 weight part, solidifying agent is preferably 2-20 weight part, promotor is preferably 0.1-5 weight part, mineral filler is preferably 2-15 weight part, solvent is preferably the 100-600 weight part, and the add-on of coupling agent is preferably the 2-10 weight part.
Tackiness agent of the present invention can be applied to FPC with following method: at first, use coating machine to be coated on tackiness agent on the Kapton uniformly, place 60-160 ℃ oven drying complete, again with Copper Foil pressing in thermocompressor, hot pressing temperature is 60-120 ℃, pressing is after 100-220 ℃ hot setting promptly makes the flexible printed circuit board base material.
Below will further specify the present invention by embodiment and comparative example.
Embodiment 1
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Successively with the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 3000 of 55 weight parts, the content of acrylonitrile unit is 10 weight %, hydrogenation ratio 96%, Bayer China limited-liability company produces), the E-12 Resins, epoxy of 35 weight parts, the EX-48 brominated epoxy resin of 80 weight parts and the catalyst n-methyl-2-pyrrolidone of 0.2 part of weight part under agitation be dissolved in the methylethylketone of 416 weight parts, and 80 ℃ of insulations 20 hours.Add the solidifying agent DDM of 6.54 weight parts, the promotor glyoxal ethyline of 1.40 weight parts, the coupling agent γ-An Bingjisanyiyangjiguiwan of 6 weight parts, the mineral filler aluminium hydroxide of 8 weight parts then, mix, obtain tackiness agent A1 provided by the invention.
Comparative Examples 1
Existing tackiness agent of this Comparative Examples explanation and preparation method thereof.
Method according to embodiment 1 prepares tackiness agent, different is with the solid nitrile rubber of 20 weight parts and 35 weight parts carboxyl end of the liquid acrylonitrile-butadiene rubber replace the end carboxyl hydrogenated nitrile-butadiene rubber of 55 weight parts, obtain reference tackiness agent B1.
Embodiment 2
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Method according to embodiment 1 prepares tackiness agent, the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 1200 that different is with 60 weight parts, the content of acrylonitrile unit is 20 weight %, hydrogenation ratio 65%, Bayer China limited-liability company produces) and the solid nitrile rubber of 15 weight parts replace the end carboxyl hydrogenated nitrile-butadiene rubber of 55 weight parts, obtain tackiness agent A2 provided by the invention.
Embodiment 3
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Method according to embodiment 1 prepares tackiness agent, the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 3800 that different is with 40 weight parts, the content of acrylonitrile unit is 25 weight %, hydrogenation ratio 75%, Bayer China limited-liability company produces) and the carboxyl end of the liquid acrylonitrile-butadiene rubber of 15 weight parts replace the end carboxyl hydrogenated nitrile-butadiene rubber of 55 weight parts, obtain tackiness agent A3 provided by the invention.
Embodiment 4
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Method according to embodiment 1 prepares tackiness agent, the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 3000 that different is with 15 weight parts, the content of acrylonitrile unit is 30 weight %, hydrogenation ratio 75%, Bayer China limited-liability company produces) and the carboxyl end of the liquid acrylonitrile-butadiene rubber of 60 weight parts replace the end carboxyl hydrogenated nitrile-butadiene rubber of 55 weight parts, obtain tackiness agent A4 provided by the invention.
Embodiment 5
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Successively with the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 1500 of 45 weight parts, the content of acrylonitrile unit is 35 weight %, hydrogenation ratio 95%, Bayer China limited-liability company produces), the N-Methyl pyrrolidone of the EX-48 brominated epoxy resin of the E-12 Resins, epoxy of the carboxyl end of the liquid acrylonitrile-butadiene rubber of the solid nitrile rubber of 10 weight parts, 10 weight parts, 35 weight parts, 80 weight parts and 0.2 weight part under agitation is dissolved in the methylethylketone of part of 575 weight parts, and 80 ℃ of insulations 25 hours.Add the DDM of 20 weight parts, the glyoxal ethyline of 4 weight parts, the γ-An Bingjisanyiyangjiguiwan of 10 weight parts, the aluminium hydroxide of 15 weight parts then, mix, obtain tackiness agent A5 provided by the invention.
Embodiment 6
Present embodiment illustrates tackiness agent provided by the invention and preparation method thereof.
Successively with the end carboxyl hydrogenated nitrile-butadiene rubber (number-average molecular weight 3500 of 40 weight parts, the content of acrylonitrile unit is 25 weight %, hydrogenation ratio 100%, Bayer China limited-liability company produces), the N-Methyl pyrrolidone of the EX-48 brominated epoxy resin of the E-12 Resins, epoxy of the carboxyl end of the liquid acrylonitrile-butadiene rubber of 15 weight parts, 50 weight parts, 65 weight parts and 0.2 weight part under agitation is dissolved in the methylethylketone of part of 410 weight parts, and 80 ℃ of insulations 30 hours.Add the DDM of 6.54 weight parts, the glyoxal ethyline of 1.40 weight parts, the aluminium hydroxide of 8 weight parts then, mix, obtain tackiness agent A6 provided by the invention.
Comparative Examples 2
Existing tackiness agent of this Comparative Examples explanation and preparation method thereof.
Method according to embodiment 6 prepares tackiness agent, and different is the end carboxyl hydrogenated nitrile-butadiene rubber that replaces 40 weight parts with the solid nitrile rubber of 40 weight parts, obtains reference tackiness agent B2.
Example 7-12
Following example illustrates the performance of tackiness agent provided by the invention.
The tackiness agent A1-A6 that the foregoing description 1-6 is obtained is coated on the Kapton uniformly, by 120-145 ℃ oven drying, remove and desolvate, and then under 80 ℃, carry out hot roll extrusion with Copper Foil and close, again under 160 ℃ through 20 minutes hot settings, make the flexible printed circuit board base material.Respectively according to UL-94 standard testing flame retardant resistance, IPC-TM-650-2, the anti-tin-welding of 4,23 standard testings, IPC-TM-650-2,4,9 standard testing stripping strengths (kg/cm), GB4722 standard testing volume resistance (megaohm momme), GB4722 standard testing surface resistivity (megohm), IPC-TM-650-2,4,3 standard testing flexibility (inferior), IPC-TM-650-2,3,2A standard testing chemical proofing (2 mol NaOH), IPC-TM-650-2,2,4 standard testing dimensional stabilitys (etching shrinking percentage %), for the copper cash transport property, then can sample be positioned over 130 ℃ then by on sample, etching the parallel circuit of 0.1mm live width, kept 250 hours in the constant temperature and humidity machine of RH85%, the direct current of the 100V of load simultaneously uses this parallel circuit of microscopic examination to have or not migration.Above-mentioned test the results are shown in table 1.
Comparative Examples 3
The performance of this Comparative Examples explanation reference tackiness agent.
Measure the flame retardant resistance of reference tackiness agent B1, B2, anti-tin-welding, stripping strength, volume resistance, surface resistivity, flexibility, chemical proofing, dimensional stability and copper cash transport property respectively according to the method for example 7-12, the results are shown in table 1.
Table 1
| Tackiness agent | A1 | B1 | A2 | A3 | A4 | A5 | A6 | B2 |
| Flame retardant resistance | V-0 | V-0 | V-0 | V-0 | V-0 | V-0 | V-0 | V-0 |
| Anti-tin-welding | 292℃ | 270℃ | 300℃ | 310℃ | 330℃ | 336℃ | 338℃ | 280℃ |
| Stripping strength (kg/cm) | 1.3 | 1.3 | 1.3 | 1.3 | 1.4 | 1.4 | 1.3 | 1.3 |
| Volume resistance (megaohm momme) | 1.5×10 6 | 1.4×10 6 | 1.5×10 6 | 1.6×10 6 | 1.8×10 6 | 1.9×10 6 | 1.9×10 6 | 1.4×10 6 |
| Surface resistivity (megohm) | 1.7×10 5 | 1.6×10 5 | 1.8×10 5 | 2.0×10 5 | 2.8×10 5 | 2.9×10 5 | 3.0×10 5 | 1.6×10 5 |
| Flexibility (inferior) | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 | ＞5×10 5 |
| Chemical proofing (2 mol NaOH) | No change | No change | No change | No change | No change | No change | No change | No change |
| Dimensional stability (etching shrinking percentage %) | ＜±0.2 | ＜±0.2 | ＜±0.2 | ＜±0.2 | ＜±0.2 | ＜±0.2 | ＜±0.2 | ＜±0.2 |
| The copper cash transport property | There is not migration | Obvious migration is arranged | There is not migration | There is not migration | Not obviously migration | There is not migration | There is not migration | Obvious migration is arranged |
In the last table 1, reference tackiness agent B1, B2 are different with the toughner that tackiness agent A1 provided by the invention, the difference of A6 only are to use.Can find out by last table 1, tackiness agent A1 provided by the invention, A2, A3, A4, A5, A6 are mutually suitable with reference tackiness agent B1, B2 aspect flame retardant resistance, adhesive effect (stripping strength), flexibility, dimensional stability, chemicals-resistant corrodibility, insulativity (volume resistance and surface resistivity), when anti-tin-welding obviously is better than reference tackiness agent B1, B2, pyrolytic stability has obtained very big improvement, good restraining the copper cash migration.
Claims (12)
1. tackiness agent, this tackiness agent contains Resins, epoxy, toughner, catalyzer, solidifying agent, promotor, mineral filler and solvent, it is characterized in that, toughner contains the hydrogenated nitrile-butadiene rubber of 10-100 weight % and the paracril of 0-90 weight %, the hydrogenation ratio of hydrogenated nitrile-butadiene rubber is 50-100%, and described catalyzer is selected from one or more in N-picoline, N-Methyl pyrrolidone, triethylamine and the trolamine.
2. tackiness agent according to claim 1, wherein, with respect to 100 parts by weight of epoxy resin, the content of toughner is that the content of 30-80 weight part, catalyzer is that the content of 0.1-2 weight part, solidifying agent is that the content of 2-20 weight part, promotor is that the content of 0.1-5 weight part, mineral filler is that the content of 2-15 weight part, solvent is the 100-600 weight part.
3. tackiness agent according to claim 1, wherein, described hydrogenated nitrile-butadiene rubber is selected from one or more in end hydrogen base hydrogenated nitrile-butadiene rubber, end carboxyl hydrogenated nitrile-butadiene rubber, the amino hydrogenated nitrile-butadiene rubber of end and the end epoxy group(ing) hydrogenated nitrile-butadiene rubber.
4. according to any described tackiness agent among the claim 1-3, wherein, the number-average molecular weight of described hydrogenated nitrile-butadiene rubber is 1000-4000, and the content of the acrylonitrile unit in the molecule is 10-35 weight %.
5. tackiness agent according to claim 1, wherein, described paracril is selected from one or more in end hydrogen base paracril, nbr carboxyl terminal, amino terminated butadiene acrylonitrile rubber and the end epoxy group(ing) paracril.
6. tackiness agent according to claim 1, wherein, this tackiness agent also contains coupling agent, described coupling agent is selected from one or more in γ-An Bingjisanyiyangjiguiwan, γ-epoxidation propoxy-triethoxyl silane, diethylenetriamine base propyl-triethoxysilicane and the α-phenylamino Union carbide A-162, with respect to 100 parts by weight of epoxy resin, the content of coupling agent is the 2-10 weight part.
7. tackiness agent according to claim 1, wherein, described Resins, epoxy is selected from one or more in bisphenol A type epoxy resin, bisphenol f type epoxy resin, bis-phenol novolac epoxy, aliphatic epoxy resin and halogenated bisphenol A epoxy resin, halogenated bisphenol F type Resins, epoxy, halogenated bisphenol novolac epoxy, the halogenated aliphatic Resins, epoxy; Described solidifying agent is selected from one or more in aliphatie diamine, aromatic diamine, alicyclic diamine, amino amine or the polymeric amide; Described promotor is selected from one or more in imidazoles, glyoxal ethyline, 2-ethyl-4-methylimidazole, 2-phenylimidazole, 1-phenyl-glyoxal ethyline, boron zinc fluoride, boron Tin tetrafluoride. and the boron nickelous fluoride; Described mineral filler is selected from one or more in silicon-dioxide, aluminium sesquioxide, aluminium hydroxide, magnesium hydroxide, antimonous oxide, Calucium Silicate powder, lime carbonate, magnesiumcarbonate, magnesium oxide, zinc oxide and the boron nitride; Described solvent is selected from one or more in methylethylketone, acetone, methyl alcohol, Virahol, n-propyl alcohol, toluene and the dimethylbenzene.
8. the preparation method of the described tackiness agent of claim 1, this method comprises Resins, epoxy, toughner, catalyst dissolution in solvent, is warming up to 60-100 ℃ then, is incubated 5-40 hour; Again product and solidifying agent, promotor, the mineral filler that obtains mixed, it is characterized in that, toughner contains the hydrogenated nitrile-butadiene rubber of 10-100 weight % and the paracril of 0-90%, the hydrogenation ratio of hydrogenated nitrile-butadiene rubber is 50-100%, and described catalyzer is selected from one or more in N-picoline, N-Methyl pyrrolidone, triethylamine and the trolamine.
9. method according to claim 8, wherein, with respect to 100 parts by weight of epoxy resin, the add-on of toughner is that the add-on of 30-80 weight part, catalyzer is that the add-on of 0.1-2 weight part, solidifying agent is that the add-on of 2-20 weight part, promotor is that the add-on of 0.1-5 weight part, mineral filler is that the add-on of 2-15 weight part, solvent is the 100-600 weight part.
10. method according to claim 8, wherein, described hydrogenated nitrile-butadiene rubber is selected from one or more in end hydrogen base hydrogenated nitrile-butadiene rubber, end carboxyl hydrogenated nitrile-butadiene rubber, the amino hydrogenated nitrile-butadiene rubber of end and the end epoxy group(ing) hydrogenated nitrile-butadiene rubber.
11. method according to claim 8, wherein, the number-average molecular weight of described hydrogenated nitrile-butadiene rubber is 1000-4000, and the content of the acrylonitrile unit in the molecule is 10-35 weight %.
12. method according to claim 8, wherein, with solidifying agent, promotor, also add coupling agent when mineral filler mixes, with respect to 100 parts by weight of epoxy resin, the add-on of coupling agent is the 2-10 weight part.
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