JPH01278559A - Urethane-based one-pack moisture-curable composition - Google Patents
Urethane-based one-pack moisture-curable compositionInfo
- Publication number
- JPH01278559A JPH01278559A JP10837688A JP10837688A JPH01278559A JP H01278559 A JPH01278559 A JP H01278559A JP 10837688 A JP10837688 A JP 10837688A JP 10837688 A JP10837688 A JP 10837688A JP H01278559 A JPH01278559 A JP H01278559A
- Authority
- JP
- Japan
- Prior art keywords
- urethane
- composition
- formula
- plasticizer
- moisture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 44
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims description 28
- 229920005862 polyol Polymers 0.000 claims abstract description 14
- 150000003077 polyols Chemical class 0.000 claims abstract description 12
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 4
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims 2
- -1 polytetramethylene Polymers 0.000 abstract description 23
- 239000004014 plasticizer Substances 0.000 abstract description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 10
- 230000001070 adhesive effect Effects 0.000 abstract description 7
- 239000000853 adhesive Substances 0.000 abstract description 6
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 abstract description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 5
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 abstract description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract description 4
- 230000007774 longterm Effects 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- KRADHMIOFJQKEZ-UHFFFAOYSA-N Tri-2-ethylhexyl trimellitate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)=C1 KRADHMIOFJQKEZ-UHFFFAOYSA-N 0.000 abstract 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 description 21
- 150000001412 amines Chemical class 0.000 description 9
- 238000001723 curing Methods 0.000 description 7
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 5
- 239000002318 adhesion promoter Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000013008 moisture curing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- PSXUKPCAIKETHF-UHFFFAOYSA-N 2-[4-[3-[4-(4,5-dihydro-1h-imidazol-2-yl)phenoxy]propoxy]phenyl]-4,5-dihydro-1h-imidazole Chemical compound C=1C=C(C=2NCCN=2)C=CC=1OCCCOC(C=C1)=CC=C1C1=NCCN1 PSXUKPCAIKETHF-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 101150034825 DODA gene Proteins 0.000 description 1
- 102100029579 Diphosphoinositol polyphosphate phosphohydrolase 1 Human genes 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 235000005583 doda Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 101710153356 mRNA-decapping protein g5R Proteins 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 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
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- HKUFIYBZNQSHQS-UHFFFAOYSA-N n-octadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC HKUFIYBZNQSHQS-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
く産業上の利用分野〉
本発明は、自動車の車体とカラスとの接着に用いる接着
剤や、シーリング剤等に用いるウレタン系1液性湿気硬
化型組成物に関し、特にブライマー無しても優れた接着
性を示す組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a urethane-based one-component moisture-curing composition used as an adhesive or a sealant used for bonding an automobile body to a car door, and in particular, The present invention relates to a composition that exhibits excellent adhesion even without a brimer.
〈従来技術とその課題〉
従来、湿気硬化を利用したウレタン系1液性シーリング
材か提案されており、例えは、特公昭51−38735
号公報には、トリオール(平均分子34500)1モル
とジオール(平均分子量2000)5モルの混合ポリオ
ールとジフェニルメタン−4,47−ジイソシアネート
からなるプレポリマーか開示されている。<Prior art and its problems> Hitherto, urethane-based one-component sealing materials that utilize moisture curing have been proposed; for example, Japanese Patent Publication No. 51-38735
The publication discloses a prepolymer consisting of a mixed polyol of 1 mole of triol (average molecular weight: 34,500) and 5 moles of diol (average molecular weight: 2,000) and diphenylmethane-4,47-diisocyanate.
しかし、このようノtウレタン系1液性湿気硬化型組成
物は、塗板に対して下塗剤(フライマー)なして用いる
と接着性か劣る欠点かあり、その接触する基体面(塗板
)をブライマーで塗布処理した上でウレタン系組成物を
塗布するのか通′帛である。However, such one-component urethane-based moisture-curable compositions have the disadvantage of poor adhesion when used without a primer (frymer) on a coated board, and the substrate surface (coated board) in contact with it is coated with a primer. It is common practice to apply a urethane composition after a coating treatment.
このブライマーは、」−述のように塗板との親和性の改
善のみならず、ウレタン系組成物からの水、可塑剤等が
塗板側へ移行し、塗板か劣化することに対するバリヤー
層の形成効果も持っている。This brimer not only improves compatibility with the coated plate as mentioned above, but also has the effect of forming a barrier layer to prevent water, plasticizers, etc. from the urethane composition from migrating to the coated plate and deteriorating the coated plate. I also have
近年、ウレタン系組成物の用途か広かり、作業性の向上
か求められ、ブライマー処理なして使用てぎるウレタン
系組成物も開発されてぎた。In recent years, there has been a demand for urethane compositions to be used in a wider range of applications and to improve workability, and urethane compositions that can be used without brimer treatment have been developed.
ところがブライマーを使用しないと、経時的に組成物中
の可塑剤か塗板へ移行し、塗板と組成物の間の剥離など
の問題を生ずる。However, if a brimer is not used, the plasticizer in the composition will migrate to the coated plate over time, causing problems such as peeling between the coated plate and the composition.
〈発明か解決しようとする課題〉
本発明の目的は、従来技術の問題点を解決し、ブライマ
ー無しても経時の接着性に優れたウレタン系1液性湿気
硬化型組成物を提1j、 l、ようとする。<Invention or Problems to be Solved> The purpose of the present invention is to solve the problems of the prior art and to provide a one-component urethane-based moisture-curable composition that has excellent adhesive properties over time even without a brimer. , try.
〈課題を解決するだめの手段〉
本発明は、ポリオールとポリイソシアネ−1・よりなる
ウレタンプレポリマーを主成分とし、可塑剤として下記
式[A]および/または[B]を有することを特徴とす
るウレタン系1液性湿気硬化型組成物を提供する。<Means for Solving the Problems> The present invention is characterized in that the main component is a urethane prepolymer consisting of a polyol and polyisocyanate-1, and has the following formula [A] and/or [B] as a plasticizer. Provided is a one-component urethane-based moisture-curable composition.
(ここてnは10以上の整数である)
(ここてmはBJJ上の整数である)
ここで、前記下記式[A]および/または[B]か組成
物全体に対して、5〜20wt%であることか好ましい
。(Here, n is an integer of 10 or more) (Here, m is an integer on BJJ) Here, 5 to 20 wt. % is preferable.
却下、木発明の詳細な説明する。Dismissed, a detailed explanation of the tree invention.
木発明の組成物は、可塑剤として下記式[A]で示され
るフタル酸系化合物および/またけ下記式[B]で示さ
れるトリメリット酸系化合物を含有する。The composition of the Wood invention contains a phthalic acid compound represented by the following formula [A] and/or a trimellitic acid compound represented by the following formula [B] as a plasticizer.
○
]]
(ここてnは10以上の整数である)
1))]
(ここてmは8以上の整数である)
式[A]で示されるnか10以上のフタル酸系化合物は
、組成物を軟質にし、しかも塗板への移行性か少ないの
で、木発明の組成物の接着性を向上させる。○]] (Here, n is an integer of 10 or more) 1))] (Here, m is an integer of 8 or more) A phthalic acid compound represented by formula [A] where n is 10 or more has a composition It improves the adhesion of the composition of the wood invention since it makes the material soft and there is less migration to the coated board.
式[A]で示されるフタル酸系化合物としては、ジイソ
デシルフタレート(DIDP)、シ1−リデシルフタレ
ー]〜(DTDP)か例示される。Examples of the phthalic acid compound represented by the formula [A] include diisodecyl phthalate (DIDP) and syl-1-lidecyl phthalate (DTDP).
々了ましくはシウンデシルフタレート、(DUP)、シ
ブデルフタレート−(DIPP)か良い。Preferred examples include cyundecyl phthalate (DUP) and sibdelphthalate (DIPP).
式[B]で示されるmか8以上のトリメリット酸系化合
物は、組成物を軟質にし、しかも塗板への移行性か少な
く、本発明の組成物の接着性を向上させる。The trimellitic acid compound represented by the formula [B] with m=8 or more makes the composition soft, has less transferability to the coated plate, and improves the adhesiveness of the composition of the present invention.
式[B]で示されるl・リメリッI−酸系化合物として
は、トリー(2−エチルヘキシル)+−リメリデーh(
TOTM)、1〜リイソオクヂルトリメリテ−1・(T
IOTM)、 トリイソデシルトリメリテ−1−(T
IDTM)か例示される。As the l-limellid I-acid compound represented by formula [B], tri(2-ethylhexyl)+-limellid-h(
TOTM), 1~Liisoocdyltrimerite-1・(T
IOTM), triisodecyltrimerite-1-(T
IDTM).
り了ましくはトリー(2−エチルヘキシルリメリテー1
−(TOTM)か良い。Preferably, Tory (2-ethylhexyllimerite 1)
-(TOTM) is good.
可塑剤として用いる[A]および/または[B]の量は
、組成物全体に対して5〜20wL%か々了ましい。The amount of [A] and/or [B] used as a plasticizer is preferably 5 to 20 wL% based on the entire composition.
可塑剤を5%未満にすると硬度か高くなりシーラントと
しては不適当であり、また20%超にすると、接着に悪
影響を及ぼすと共に硬度か低過ぎるという問題かある。If the plasticizer content is less than 5%, the hardness will be too high, making it unsuitable as a sealant, and if it exceeds 20%, there will be problems in that it will have a negative effect on adhesion and the hardness will be too low.
本発明の組成物の主成分は、ウレタン系1液性湿気硬化
型組成物に通常用いられるものであれはいかなるものて
もよく、特に限定されない。The main component of the composition of the present invention is not particularly limited, and may be any component commonly used in one-component urethane moisture-curable compositions.
主成分かポリオールとポリイソシアネートからなるウレ
タンプレポリマーであれはいかなるものでもよい。Any urethane prepolymer consisting of a polyol and a polyisocyanate as a main component may be used.
木発明に使われるポリオールにはボリテ]・ラメチレン
グリコール、ポリエチレングリコール、ポリプロピレン
グリコール、ポリオキシプロピレングリコール、ポリオ
キシブチレングリコール等のポリエーテル系ポリオール
、ポリブタシエンボリオール、ポリイソプレンポリオー
ル等のオレフィン系ポリオール、アジペート系ポリオー
ル、ラフ1ーン系ポリオール、ヒマシ油等のポリエステ
ル系ポリオールが使用できる。Polyols used in wood invention include polyether polyols such as ramethylene glycol, polyethylene glycol, polypropylene glycol, polyoxypropylene glycol, and polyoxybutylene glycol, and olefin polyols such as polybutadiene polyol and polyisoprene polyol. Polyester polyols such as polyols, adipate polyols, rough monopolyols, and castor oil can be used.
耐水性、耐候性を考慮すると、ポリエーテル系、ポリオ
レフィン系ポリオールか好ましい。Considering water resistance and weather resistance, polyether-based and polyolefin-based polyols are preferred.
また、必要に応しこれらのポリオールを数種組合セるこ
ともてぎる
ポリイソシアネートには、l−リレンシイソシアネ−1
・、ジフェニルメタン4.4′ −シイソシアネ−1−
およびこの変性品、1,5−ナフヂレンシイソシアネー
ト、ビトリレンジイソシアネート
リレンジイソシアネート等か使用でざる。In addition, polyisocyanates that can be combined with several types of these polyols as required include l-lylene isocyanate-1.
・, diphenylmethane 4.4' -cyisocyanate-1-
Also, modified products thereof such as 1,5-naphdylene diisocyanate, bitlylene diisocyanate, and lylene diisocyanate may not be used.
1液刊−湿気硬化型ウレタンプレポリマーは、大気中や
その他の水分を硬化剤とするものであり、反応性、価格
等の面からジフェニルメタン−4,4’ シイソシア
ネ−1−か好ましい。The moisture-curable urethane prepolymer uses moisture in the air or other sources as a curing agent, and diphenylmethane-4,4' diisocyanate-1- is preferred from the viewpoint of reactivity and cost.
用いる触媒は特に限定しないか、通常ウレタン用)な(
1奴どして知られている金R(スズ、鉛、カリウム、ヂ
タン、ビスマス、ニッケル、コバルト、鉄、カルシウム
、マグネシウム、カドミウム、水銀等)塩、アミン触媒
(−船釣には三級アミン)、カルボン酸等の酸性触媒か
使用てきる。The catalyst used is not particularly limited or is usually used for urethane (
1 Known as gold R (tin, lead, potassium, titanium, bismuth, nickel, cobalt, iron, calcium, magnesium, cadmium, mercury, etc.), salt, amine catalyst (-tertiary amine for boat fishing) ), acidic catalysts such as carboxylic acids can be used.
本発明の組成物は、希望する物性等を組成物に付与する
ためにウレタンプレポリマー組成物に、インシアネート
基に対して不活性ノざ充填剤、可塑剤、溶剤、硬化促進
用触媒等を混合させてもよい。The composition of the present invention includes a urethane prepolymer composition containing an inert filler, a plasticizer, a solvent, a catalyst for accelerating curing, etc. with respect to incyanate groups in order to impart desired physical properties to the composition. They may be mixed.
充填材としては、カーボンブラック、クレー、タルク、
炭酸カルシウム、あるいはこれらの混合物か挙げられ、
可塑剤としては、木発明の要旨を変更しない範囲で前述
の可塑剤以外に、シブデルフタレート、シブデルフタレ
ート等のフタル酸銹導体をはしめ、テトラヒドロフタル
酸、アゼライン酸、マレイン酸、トリメリット酸、イソ
フタール酸、アジピン酸、イタコン酸、クエン酸等の話
導体等を用いることかできる
溶剤としては、トルエン、キシレン等の芳香族炭化水素
等が例示される。Fillers include carbon black, clay, talc,
Calcium carbonate or a mixture thereof may be used.As a plasticizer, in addition to the above-mentioned plasticizers, phthalate conductors such as sibdelphthalate or sibdelphthalate may be used, and tetrahydrophthalate may be used as the plasticizer, without changing the gist of the invention. Examples of solvents in which conductors such as acids, azelaic acid, maleic acid, trimellitic acid, isophthalic acid, adipic acid, itaconic acid, and citric acid can be used include aromatic hydrocarbons such as toluene and xylene. Ru.
木発明のウレタン系1液性湿気硬化型組成物は、好まし
くは、主成分としてのウレタンブレポリマーに、下記で
説明する硬化用触媒を用いるか、あるいはこの硬化用触
媒に、さらに下記で説明する接着促進剤を用いる組成物
とずれは、ブライマーit シて塗板に対する接着性か
強く、さらに経時による接着性の劣化もない。The urethane-based one-component moisture-curable composition of the tree invention preferably uses a curing catalyst described below for the urethane polymer as the main component, or a curing catalyst described below is further added to the curing catalyst. Compositions that use adhesion promoters have strong adhesion to coated plates, and there is no deterioration in adhesion over time.
好ましくは、硬化用触媒として錫系11!l!奴とアミ
ン系触媒との混合触媒を用いる。Preferably, the curing catalyst is tin-based 11! l! A mixed catalyst consisting of an amine catalyst and an amine catalyst is used.
錫系触媒としては、スタナスオクトエート、シブデル錫
ジラウレート、ジオクチル酸銀シラウレ−1・、シブデ
ルスズアセテ−1へ等が例示できる。Examples of the tin-based catalyst include stannath octoate, sibdeltin dilaurate, silver dioctylate silaure-1., and sibdeltin acetate-1.
好ましくはジオクチルスズジラウレートか良い。Dioctyltin dilaurate is preferred.
アミン系触媒としては、モノアミン類、シアミン類、ト
リアミン類、環状アミン類等が例示できる。Examples of amine catalysts include monoamines, cyamines, triamines, and cyclic amines.
り了ましくけ、モルポリン系アミンが良い。Morpoline-based amines are good for this purpose.
錫系触媒とアミン系触媒との組合わせは、ジオクチルス
ズジラウレート、モルポリン系アミンか好ましい。The combination of the tin-based catalyst and the amine-based catalyst is preferably dioctyltin dilaurate or morpoline-based amine.
錫系触媒に対するアミン系触媒の混合比は、重量比て1
/1〜1/10か好ましい。 この範囲内であると、塗
装面に対するブライマーなしての接着性か良いからであ
る。The mixing ratio of the amine catalyst to the tin catalyst is 1 by weight.
/1 to 1/10 is preferred. This is because within this range, the adhesion to the painted surface is good even without the use of a brimer.
錫系触媒とアミン系触媒との混合触媒の使用量は、主剤
に対し、01〜10 p h r (主剤100重量部
に対する重量部)とするのか好ましい。The amount of the mixed catalyst of the tin-based catalyst and the amine-based catalyst to be used is preferably 01 to 10 phr (parts by weight relative to 100 parts by weight of the main material).
接着促進剤としては、平均分子m400〜2000のポ
リアルキレンエーテルジオールと過剰の脂肪族および/
または脂環族イソシアネートよりなるウレタンプレポリ
マーを用いる。As an adhesion promoter, a polyalkylene ether diol with an average molecular weight of m400 to 2000 and an excess of aliphatic and/or
Alternatively, a urethane prepolymer made of alicyclic isocyanate is used.
このような接着促進剤は、組成物のインシアネート基の
濃度をあげて接着に寄与すると考えられる。Such adhesion promoters are believed to contribute to adhesion by increasing the concentration of incyanate groups in the composition.
ポリアルキレンエーテルジオールとしては、ボリテ)〜
ラメヂレングリコール、ポリエチレングリコール、ポリ
プロピレングリコールか例示される。As a polyalkylene ether diol, Bolite) ~
Examples include ramedylene glycol, polyethylene glycol, and polypropylene glycol.
p了ましくけ、ボリテ[・ラメチレングリコールが良い
。P completed, Volite [・Ramethylene glycol is good.
脂肪族イソシアネ−1〜としては、ヘキサンメチレンシ
イソシアネ−1・、か例示される。Examples of the aliphatic isocyanes include hexane methylene isocyanes-1 and the like.
脂環族インシアネートとしては、インホロジイソシアネ
ート、水添ジフェニルメタン−4−4′ シイソシアネ
−1・(水添MDI)、好ましくは、水添MDIか良い
。Examples of the alicyclic incyanate include inholodiisocyanate, hydrogenated diphenylmethane-4-4'-cyisocyanate-1.(hydrogenated MDI), and preferably hydrogenated MDI.
」1記接着促進剤の添加量は、主剤に対して、好ましく
は2〜15phr添加するのがよい。The amount of the adhesion promoter described in item 1 to be added is preferably 2 to 15 phr based on the base agent.
2phr未満だと接着促進効果かみられす、15phr
超になると、高温多湿下および高温水中でより発泡しや
すくなる。If it is less than 2 phr, adhesion promoting effect will be seen, 15 phr
When the temperature exceeds 100%, foaming becomes more likely in high temperature and high humidity conditions and in high temperature water.
本発明の組成物の製造方法は、特に限定しないか、好ま
しくは、主剤と接着促進剤、可塑剤、充填側、その他の
添加剤を減圧下に充分混練し、各成分を均一に分散した
後、硬化触媒をキシレン等の溶媒に溶かして、減圧下に
さらに充分混練して組成物とするのか良い。The method for producing the composition of the present invention is not particularly limited, but preferably, the base material, adhesion promoter, plasticizer, filler, and other additives are thoroughly kneaded under reduced pressure, and each component is uniformly dispersed. Alternatively, the curing catalyst may be dissolved in a solvent such as xylene, and then thoroughly kneaded under reduced pressure to form a composition.
〈実施例〉
以下に、実施例により本発明を具体的に説明するか、本
発明はこれらに限定されない。<Examples> The present invention will be specifically explained below using Examples, but the present invention is not limited thereto.
(実施例1および比較例1.2)
水酸基を3ケ有する、平均分子′#:5000のポリオ
キシプロピレントリオール57重量部と水酸基を2ケ有
する平均分子[2000のボリブロピレンエーテルシオ
ール23重量部を反応容器に入れ、110℃、50 m
m Hgで2時間減圧脱水した後、80℃に冷却し、
これに24−トリレンジイソシアネ−1〜と26−トリ
レンジイソシアネートの混合物(8020)9.1重量
部を攪拌しなから添加し、遊離イソシアネートか22%
になるまで反応させ、TDIプレポリマー(ウレタンプ
レポリマー(X))を得た。(Example 1 and Comparative Example 1.2) 57 parts by weight of polyoxypropylene triol having an average molecule '# of 5000 having 3 hydroxyl groups and 23 parts by weight polyoxypropylene ether thiol having an average molecule [2000] having 2 hydroxyl groups was placed in a reaction vessel and heated at 110°C for 50 m
After dehydrating under reduced pressure at m Hg for 2 hours, it was cooled to 80°C.
To this, 9.1 parts by weight of a mixture of 24-tolylene diisocyanate-1 and 26-tolylene diisocyanate (8020) was added without stirring, and the free isocyanate was reduced to 22%.
The reaction was carried out until the TDI prepolymer (urethane prepolymer (X)) was obtained.
つきに、このTDIプレポリマーに、ジフェニルメタン
−4,4′−シイソシアネ−1〜196重量部を加えて
攪拌し、予め脱水した平均分子量5000のボリ才キシ
プロピレントリオール85重量部と平均分子z2ooo
のボリフロヒレンエーテルシオール35重fi部を添加
し、80℃で遊離のインシアネートか18%になるまで
反応させてMDIプレポリマー(ウレタンプレポリマー
(Y)となし、ウレタンフレポリマー組成物を得た。At the same time, 1 to 196 parts by weight of diphenylmethane-4,4'-cyisocyanate were added to this TDI prepolymer and stirred, and 85 parts by weight of polypropylene triol having an average molecular weight of 5000 and an average molecular weight of z2ooo, which had been previously dehydrated, were added.
35 parts by weight of boriflohylene ether siol was added and reacted at 80° C. until free incyanate was reduced to 18% to obtain an MDI prepolymer (urethane prepolymer (Y)) to obtain a urethane prepolymer composition. Ta.
このプレポリマー100重量部を乾燥チッ素カスを封入
した混紗機容器に入れ、さらに脱水した可塑剤20重1
部、乾燥カーボンブラック100重量部、乾燥炭酸カル
シウム10重量部を没入し、減圧下に充分混練した。100 parts by weight of this prepolymer was placed in a gauze mixing machine container containing dried nitrogen scum, and 20 parts by weight of dehydrated plasticizer was added.
100 parts by weight of dry carbon black and 10 parts by weight of dry calcium carbonate were added and thoroughly kneaded under reduced pressure.
各成分か均一に分散した後、脱水したキシレンとシオク
ヂル錫シラウレー1〜(DOTL)とN、N’ シメヂ
ルアミノエチルモルフオリン(DABCOX−DM)を
表1に示す重量比て混合した触媒を添加し、減圧下に充
分な混練を行い、組成物を得た。After each component was uniformly dispersed, a catalyst was added, which was a mixture of dehydrated xylene, Shidikudylartin Silaure 1~ (DOTL), and N,N' Shimedylaminoethylmorpholine (DABCOX-DM) in the weight ratio shown in Table 1. Then, sufficient kneading was performed under reduced pressure to obtain a composition.
この組成物を表2に示す塗板Aを用いて、ブライマーな
して接着し、以下の方法て、接着力の評価を行った。This composition was adhered using coated plate A shown in Table 2 without a brimer, and the adhesive strength was evaluated by the following method.
(1)接着力評価試験(手71」前接着性)試験片の作
製方法
離型紙の上に組成物をビー1〜状に塗布し、温度35±
2℃、湿度95±5%RHで5分経過後塗板に反転し3
mm厚に圧着する。(1) Adhesion evaluation test (adhesiveness before hand 71) Preparation method of test piece The composition was applied in the shape of a bead on release paper, and the temperature was 35±
After 5 minutes at 2℃ and 95±5%RH, invert onto the coated plate.
Crimp to mm thickness.
試験片の老化条件
初 期・・・試験体を20℃、65%RH下で7日間放
置したもの。Initial aging condition of test piece: The test piece was left at 20°C and 65% RH for 7 days.
耐温水・・・試験体を20℃、65%RH下で7日間放
置後、さらに40℃の温
水に30.60日間浸漬したも
の。Hot water resistance: The test specimen was left at 20°C and 65% RH for 7 days, and then immersed in 40°C hot water for 30.60 days.
上記のように作製した試験片について、塗板の端2cm
部分からナイフを使用して接着剤を剥離し、板面から9
0°以上の角度(約150°)の方向に引っ張って接着
性を調へた。 なお、このときナイフは板面と60°の
角度をもって接着剤にあてた状態とした。For the test piece prepared as above, 2 cm from the edge of the coated plate
Use a knife to peel off the adhesive from the part, and remove it from the board surface.
Adhesion was tested by pulling in the direction of an angle of 0° or more (approximately 150°). At this time, the knife was placed in contact with the adhesive at an angle of 60° with respect to the plate surface.
表1 注
1)DMP
シメヂルフタレ−1・
2)DOP
シブデルフマレート
3)DIDP
シブデルフマレート−
4)TB TM
)・リブデル1−リメリテ−1・
5)To TM
トリオクヂルトリメリテート
6)DOA
シオクヂルアシベ−1・
7)DODA
ジ(n−オクチル、n−デシル)アジペート)
8)DBS
ジブデルセバケート
9)DOS
シオクヂルセハケ=1・
1 0) DBM
シブデルマレ−j〜
+1.)DOM
ジオクチルマレート
12)DBF
シブデルフマレート
+ 3)DOF
シブデルマレ−1・
+ 4)TBP
トリブチルフィスフェート
15)TOP
トリオクヂルフ副スフェー1−
表 2
〈発明の効果〉
本発明の組成物は、特定の可塑剤を用いるので可塑剤に
よる塗板の劣化を最小限に抑えることかでき、塗板に対
するブライマーを使用しない時の接着性が向上し、接着
性の長期安定性に優れている。Table 1 Note 1) DMP Shimedil Phthale-1, 2) DOP Shibdel Fumarate 3) DIDP Shibdel Fumarate-4) TB TM ), Libdel 1-Limeritate-1, 5) To TM Triocdyl Trimeritate 6) DOA 1.7) DODA di(n-octyl, n-decyl)adipate 8) DBS dibdel sebacate 9) DOS 1.1 0) DBM di(n-octyl, n-decyl) adipate +1. ) DOM dioctyl maleate 12) DBF sibdel fumarate + 3) DOF sibdel male-1 + 4) TBP tributyl physphate 15) TOP trioctyl physphate 1 - Table 2 <Effects of the invention> The composition of the present invention has a specific Since the plasticizer is used, the deterioration of the coated plate due to the plasticizer can be minimized, and the adhesion to the coated plate is improved when no brimer is used, resulting in excellent long-term adhesive stability.
同 弁1里→・ 石 づ1゛V′易 −
・ −]・1、−1
1−−−シ番
手糸売ネ甫正(引(方式)
%式%
2、発明の名称
ウレタン系1液性湿気硬化型Afl成物3 補正をする
者
事件との関係 特許出願人
名 称 横浜ゴム株式会社
4代理人 〒101電詔864−4498住 所
東京都千代田区岩本町3丁目2番2号昭和63年 7月
26日(発送臼)
6 補正の対象
願書および明細書の「発明の名称」の欄7 補正の内容
(1)願書を別紙の通り補正する。Same dialect 1 ri →・ stone zu 1゛V′easy −
・-]・1, -1 1---Shi count thread sales adjustment (pulling method) % formula % 2. Name of the invention Urethane one-component moisture curing type Afl composition 3 Amendment person case and Relationship Patent applicant name Name Yokohama Rubber Co., Ltd. 4 agent Address: 101 Telephone 864-4498
3-2-2 Iwamoto-cho, Chiyoda-ku, Tokyo July 26, 1988 (Delivery) 6 Column 7 for “Title of the Invention” in the application and specification to be amended Contents of the amendment (1) Please copy the application on a separate sheet. Correct as expected.
(2)明細書第1頁第3行「ウレタン系1液性湿気硬化
型組成物(2)」を「ウレタン系1液性湿気硬化型組成
物」に補正する。(2) "Urethane-based one-component moisture-curable composition (2)" in line 3 of page 1 of the specification is corrected to "urethane-based one-component moisture-curable composition."
Claims (2)
ンプレポリマーを主成分とし、可塑剤として下記式[A
]および/または[B]を有することを特徴とするウレ
タン系1液性湿気硬化型組成物。 ▲数式、化学式、表等があります▼…[A] (ここでnは10以上の整数である) ▲数式、化学式、表等があります▼…[B] (ここでmは8以上の整数である)(1) The main component is a urethane prepolymer consisting of polyol and polyisocyanate, and the following formula [A
] and/or [B] A one-component urethane moisture-curable composition. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[A] (Here, n is an integer of 10 or more) ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[B] (Here, m is an integer of 8 or more. be)
全体に対して、5〜20wt%である請求項1に記載の
ウレタン系1液性湿気硬化型組成物。(2) The urethane-based one-component moisture-curable composition according to claim 1, wherein the following formula [A] and/or [B] is 5 to 20 wt% based on the entire composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10837688A JPH01278559A (en) | 1988-04-30 | 1988-04-30 | Urethane-based one-pack moisture-curable composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10837688A JPH01278559A (en) | 1988-04-30 | 1988-04-30 | Urethane-based one-pack moisture-curable composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01278559A true JPH01278559A (en) | 1989-11-08 |
Family
ID=14483201
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10837688A Pending JPH01278559A (en) | 1988-04-30 | 1988-04-30 | Urethane-based one-pack moisture-curable composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01278559A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020122067A (en) * | 2019-01-30 | 2020-08-13 | 横浜ゴム株式会社 | One-pack moisture-curable polyurethane composition |
-
1988
- 1988-04-30 JP JP10837688A patent/JPH01278559A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020122067A (en) * | 2019-01-30 | 2020-08-13 | 横浜ゴム株式会社 | One-pack moisture-curable polyurethane composition |
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