JP2016121075A - イソシアネート基含有有機ケイ素化合物、その製造方法、接着剤、粘着剤およびコーティング剤 - Google Patents
イソシアネート基含有有機ケイ素化合物、その製造方法、接着剤、粘着剤およびコーティング剤 Download PDFInfo
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- JP2016121075A JP2016121075A JP2014260029A JP2014260029A JP2016121075A JP 2016121075 A JP2016121075 A JP 2016121075A JP 2014260029 A JP2014260029 A JP 2014260029A JP 2014260029 A JP2014260029 A JP 2014260029A JP 2016121075 A JP2016121075 A JP 2016121075A
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- Japan
- Prior art keywords
- group
- organosilicon compound
- adhesive
- isocyanate group
- isocyanate
- 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.)
- Granted
Links
- 150000003961 organosilicon compounds Chemical class 0.000 title claims abstract description 62
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 title claims abstract description 55
- 239000000853 adhesive Substances 0.000 title claims description 57
- 230000001070 adhesive effect Effects 0.000 title claims description 55
- 238000004519 manufacturing process Methods 0.000 title claims description 18
- 239000011248 coating agent Substances 0.000 title claims description 17
- 239000003795 chemical substances by application Substances 0.000 title abstract description 4
- -1 isocyanate compound Chemical class 0.000 claims abstract description 39
- 239000012948 isocyanate Substances 0.000 claims abstract description 24
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 15
- 238000007259 addition reaction Methods 0.000 claims abstract description 6
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 53
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 239000003431 cross linking reagent Substances 0.000 claims description 16
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- 125000004185 ester group Chemical group 0.000 claims description 9
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- 238000001723 curing Methods 0.000 description 4
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- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 4
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- NOKSMMGULAYSTD-UHFFFAOYSA-N [SiH4].N=C=O Chemical class [SiH4].N=C=O NOKSMMGULAYSTD-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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- 235000019382 gum benzoic Nutrition 0.000 description 3
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- 238000006459 hydrosilylation reaction Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
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- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- MDLRQEHNDJOFQN-UHFFFAOYSA-N methoxy(dimethyl)silicon Chemical compound CO[Si](C)C MDLRQEHNDJOFQN-UHFFFAOYSA-N 0.000 description 1
- SKTCDJAMAYNROS-UHFFFAOYSA-N methoxycyclopentane Chemical compound COC1CCCC1 SKTCDJAMAYNROS-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WYOXPIKARMAQFM-UHFFFAOYSA-N n,n,n',n'-tetrakis(oxiran-2-ylmethyl)ethane-1,2-diamine Chemical compound C1OC1CN(CC1OC1)CCN(CC1OC1)CC1CO1 WYOXPIKARMAQFM-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 150000002923 oximes Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920006289 polycarbonate film Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical class CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin 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
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 150000005075 thioxanthenes Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- XSIGLRIVXRKQRA-UHFFFAOYSA-N triethoxysilylmethanethiol Chemical compound CCO[Si](CS)(OCC)OCC XSIGLRIVXRKQRA-UHFFFAOYSA-N 0.000 description 1
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 150000007964 xanthones Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
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Abstract
【効果】式(1)で表されるイソシアネート基と加水分解性シリル基の連結鎖に硫黄原子が必ず含まれた連結構造を含むシランカップリング剤であり、接着改質剤として使用することにより、既存技術にて使用されるシランカップリング剤と比較して硫黄含有連結構造により疎水性が増加し、有機部分の占める割合が多くなるため、結果、樹脂との相溶性が向上し、水酸基を有するマトリックス樹脂との結合力、相互作用に優れ、初期リワーク性と、高温又は高温多湿下での高接着力とを両立可能とする粘着剤が得られる。
【選択図】なし
Description
該有機ケイ素化合物をシランカップリング剤として含む粘着剤組成物は、ITO等の易腐食性被接着体を腐食させることなく貼り付ける際に初期接着力が低くてリワーク性に優れ、貼り付けた後に高温又は高温多湿処理を経た後は被接着体との接着力が増加し、長期的耐久性に優れた粘着剤層を提供可能となる。
〔1〕
下記一般式(1)
で示されることを特徴とするイソシアネート基を含有する有機ケイ素化合物。
〔2〕
下記一般式(2)
で示されることを特徴とする〔1〕記載のイソシアネート基を含有する有機ケイ素化合物。
〔3〕
下記一般式(3)
で示されることを特徴とする〔1〕記載のイソシアネート基を含有する有機ケイ素化合物。
〔4〕
R1が水素原子であることを特徴とする〔3〕記載のイソシアネート基を含有する有機ケイ素化合物。
〔5〕
〔1〕〜〔4〕のいずれかに記載のイソシアネート基を含有する有機ケイ素化合物の製造方法であって、(i)下記一般式(4)で示されるメルカプト基含有有機ケイ素化合物と
(ii)下記一般式(5)で示される不飽和二重結合含有イソシアネート化合物とを
ラジカル発生剤の存在下においてエン−チオール付加反応させることを特徴とするイソシアネート基含有有機ケイ素化合物の製造方法。
〔6〕
〔1〕〜〔4〕のいずれかに記載のイソシアネート基を含有する有機ケイ素化合物を含む接着剤。
〔7〕
〔1〕〜〔4〕のいずれかに記載のイソシアネート基を含有する有機ケイ素化合物を含む粘着剤であって、
(A)アルコール性水酸基含有アクリル系ポリマー 100質量部
(B)該イソシアネート基含有有機ケイ素化合物 0.001〜10質量部
(C)多官能架橋剤 0.01〜10質量部
を含有することを特徴とする粘着剤。
〔8〕
〔1〕〜〔4〕のいずれかに記載のイソシアネート基を含有する有機ケイ素化合物を含むコーティング剤。
〔9〕
〔8〕記載のコーティング剤で被覆又は表面処理されてなる物品。
〔10〕
コーティング剤により被覆又は表面処理される基材が、ガラスクロス、ガラステープ、ガラスマット、ガラスペーパーから選ばれるガラス繊維製品である〔9〕記載の物品。
〔11〕
コーティング剤により被覆又は表面処理される基材が、無機フィラーである〔9〕記載の物品。
〔12〕
コーティング剤により被覆又は表面処理される基材が、セラミック又は金属である〔9〕記載の物品。
〔13〕
偏光フィルムと、この偏光フィルムの片面又は両面に〔7〕記載の粘着剤から形成される粘着剤層とを有することを特徴とする粘着偏光板。
〔14〕
一対のガラス基板間に液晶が封入された液晶セルと、この液晶セルの片面又は両面に貼着された〔13〕記載の粘着偏光板とを有する液晶パネルを含むことを特徴とする液晶表示装置。
本発明のイソシアネート基を含有する有機ケイ素化合物は、下記一般式(1)
で示される。より好ましくは下記一般式(2)
又は下記一般式(3)
で示される。
尚、上記式(3)の場合、R1が水素原子であることが後述する製造時の生産効率の観点から好ましい。
(i)下記一般式(4)で示されるメルカプト基含有有機ケイ素化合物と
(ii)下記一般式(5)で示される不飽和二重結合含有イソシアネート化合物とを
ラジカル発生剤の存在下においてエン−チオール付加反応させることにより合成される。
(A)アルコール性水酸基含有アクリル系ポリマー〔(メタ)アクリル系共重合体〕 100質量部
(B)上記イソシアネート基含有有機ケイ素化合物 0.001〜10質量部
(C)多官能架橋剤 0.01〜10質量部
を含有するものが好ましい。
撹拌機、還流冷却器、滴下ロート及び温度計を備えた1Lセパラブルフラスコにメルカプトプロピルトリメトキシシラン980g(5モル)、2,2’−アゾビス(2−メチルブチロニトリル)2gを仕込み、90℃に加熱した。その中にアリルイソシアネート415g(5モル)を滴下した。反応により発熱が生じ、内温が95℃を超えないように滴下速度を調整した。滴下終了後、90℃にて1時間加熱撹拌し、GC測定により原料のメルカプトプロピルトリメトキシシラン由来のピークが消失したことを確認し、反応終了とした。得られた反応生成物は淡黄色液体、粘度3.8mm2/s、比重1.10、屈折率1.464であり、この反応物についてプロトンNMRを測定したところ、下式(6)に帰属されるイソシアネート基含有有機ケイ素化合物であった。反応物のIRスペクトル、1H−NMRスペクトルを図1、図2に示す。
実施例1で使用したメルカプトプロピルトリメトキシシランを別のメルカプト基含有有機ケイ素化合物に変更した他は、反応比など同じ条件として対応するイソシアネート基含有有機ケイ素化合物を得た。使用した原料と生成物を表1に示す。
実施例1で使用したアリルイソシアネートを別の不飽和炭素−炭素二重結合含有イソシアネート化合物に変更した他は、反応比など同じ条件として対応するイソシアネート基含有有機ケイ素化合物を得た。使用した原料と生成物を表2に示す。また、実施例7の生成物のIRスペクトル、1H−NMRスペクトルを図3、図4に示す。
数平均分子量1,000のポリオキシテトラメチレングリコール150質量部、1,6−キシレングリコール100質量部、水0.5質量部、ヘキサメチレンジイソシアネート200質量部及びジメチルホルムアミド800質量部を撹拌しつつ混合して90℃に加熱し、そのまま2時間撹拌して反応させた後、ジブチルアミンを3質量部添加して反応を停止させ、次いで過剰量のアミンを無水酢酸で中和してポリウレタンエラストマーを得た。
ガラス板に対し本実施例又は比較例の有機ケイ素化合物を10wt%含むトルエン溶液をプライマーとして刷毛で塗布し、80℃で5分間乾燥した後、室温(23℃)まで冷却し、更にポリウレタンエラストマーを刷毛で塗布して、100℃で10分間乾燥した。次いで、得られた塗膜に1mm間隔で縦横に切れ目を入れて100個の碁盤目を形成させた後、セロハンテープで圧着してから剥離させて、剥離した碁盤目の数からプライマーのウレタン樹脂及び無機基材との接着性を評価した。実施例で得たプライマーに関してはいずれの基材の場合にも剥離した碁盤目はまったく無く、極めて接着性能が良好であった。結果を表3に示す。
比較例2:イソシアネートプロピルトリメトキシシラン
粘着剤試験用アクリル系ポリマーの調製
撹拌機、還流冷却器、滴下ロート及び温度計を備えた1Lセパラブルフラスコに、n−ブチルアクリレート(BA)98.1g、4−ヒドロキシブチルアクリレート(4−HBA)0.6g、2−ヒドロキシエチルメタクリレート(2−HEMA)1.3gを納め、溶剤として酢酸エチル100gを仕込み、溶解させた。その後、酸素を除去するために窒素ガスバブリングを1時間行い、反応系中を窒素置換して62℃に保持した。この中に、撹拌しながら重合開始剤としてアゾビスイソブチロニトリルを0.03g投入し、62℃で8時間反応させることでアクリル系ポリマー(ベースポリマー)である(メタ)アクリル系共重合体を得た。
上記で得られた(A)アクリル系ポリマー:(メタ)アクリル系共重合体100質量部に対して、(B)接着性改質剤:、実施例1〜8で得られたシランカップリング剤又は比較例1〜2の有機ケイ素化合物、(C)架橋剤としてトリメチロールプロパントリレンジイソシアネート付加物(TDI)を表4、5に示す配合組成でそれぞれ混合し、粘着剤実施例、比較例とした。
〈耐久性信頼性〉
粘着剤がコーティングされた偏光板(90mm×170mm)をガラス基板(110mm×190mm×0.7mm)に両面で光学吸収軸がクロスされた状態で貼り付けた。この際、加えた圧力は約5kgf/cm3であり、気泡や異物が生じないようにクリーンルームにて作業を行った。
耐久性評価についての評価基準は以下の通りである。
○:気泡や剥離現象無し
△:気泡や剥離現象僅かにあり
×:気泡や剥離現象多数有り
粘着剤がコーティングされた偏光板を、室温(23℃/60%RH)において7日間熟成させた後、該偏光板をそれぞれ1インチ×6インチサイズに切断し、2kgのゴムローラーを使用して0.7mm厚の無アルカリガラスに貼り付けた。室温で1時間保管後、初期接着力を測定し、次いで50℃で4時間エージングさせ、その後室温で1時間保管後、接着力を測定した。
粘着剤がコーティングされた偏光板(90mm×170mm)をガラス基板(110mm×190mm×0.7mm)に貼り付けた後、室温(23℃/60%RH)で1時間放置後、50℃×4時間エージングし、更に室温で1時間放冷した後、偏光板をガラスから剥離した。
偏光板やガラス板を破壊せず、粘着材をガラス表面に残さずに剥離可能か否かを基準とし、以下の通り評価した。
○:容易に再剥離可能
△:再剥離は若干困難(粘着剤がガラス表面に残存)
×:剥離不能、ガラス又は偏光板が破損
以上より、本発明の粘着剤が初期リワーク性に優れ、高温及び高温多湿処理することで十分なガラスとの接着力を発現し、長期的耐久性に優れた粘着剤であることを証明するものである。
Claims (14)
- R1が水素原子であることを特徴とする請求項3記載のイソシアネート基を含有する有機ケイ素化合物。
- 請求項1乃至4のいずれか1項に記載のイソシアネート基を含有する有機ケイ素化合物を含む接着剤。
- 請求項1乃至4のいずれか1項に記載のイソシアネート基を含有する有機ケイ素化合物を含む粘着剤であって、
(A)アルコール性水酸基含有アクリル系ポリマー 100質量部
(B)該イソシアネート基含有有機ケイ素化合物 0.001〜10質量部
(C)多官能架橋剤 0.01〜10質量部
を含有することを特徴とする粘着剤。 - 請求項1乃至4のいずれか1項に記載のイソシアネート基を含有する有機ケイ素化合物を含むコーティング剤。
- 請求項8記載のコーティング剤で被覆又は表面処理されてなる物品。
- コーティング剤により被覆又は表面処理される基材が、ガラスクロス、ガラステープ、ガラスマット、ガラスペーパーから選ばれるガラス繊維製品である請求項9記載の物品。
- コーティング剤により被覆又は表面処理される基材が、無機フィラーである請求項9記載の物品。
- コーティング剤により被覆又は表面処理される基材が、セラミック又は金属である請求項9記載の物品。
- 偏光フィルムと、この偏光フィルムの片面又は両面に請求項7記載の粘着剤から形成される粘着剤層とを有することを特徴とする粘着偏光板。
- 一対のガラス基板間に液晶が封入された液晶セルと、この液晶セルの片面又は両面に貼着された請求項13記載の粘着偏光板とを有する液晶パネルを含むことを特徴とする液晶表示装置。
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JP2014260029A JP6237611B2 (ja) | 2014-12-24 | 2014-12-24 | イソシアネート基含有有機ケイ素化合物、その製造方法、接着剤、粘着剤およびコーティング剤 |
EP15872405.4A EP3239158B1 (en) | 2014-12-24 | 2015-10-05 | Organosilicon compound containing isocyanate group, process for producing same, adhesive, pressure-sensitive adhesive, and coating material |
CN201580070568.3A CN107108668A (zh) | 2014-12-24 | 2015-10-05 | 含有异氰酸酯基的有机硅化合物、其制造方法、粘接剂、压敏粘合剂和涂布剂 |
US15/539,553 US10323049B2 (en) | 2014-12-24 | 2015-10-05 | Organosilicon compound containing isocyanate group, process for producing same, adhesive, pressure-sensitive adhesive, and coating material |
PCT/JP2015/078167 WO2016103836A1 (ja) | 2014-12-24 | 2015-10-05 | イソシアネート基含有有機ケイ素化合物、その製造方法、接着剤、粘着剤およびコーティング剤 |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016121215A (ja) * | 2014-12-24 | 2016-07-07 | 信越化学工業株式会社 | イソシアネート基含有オルガノポリシロキサン化合物、その製造方法、接着剤、粘着剤及びコーティング剤 |
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Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3506674A (en) * | 1967-07-03 | 1970-04-14 | Gen Electric | Certain pyridyl thio ether silanes |
US3678089A (en) * | 1967-07-03 | 1972-07-18 | Gen Electric | Functional group containing thioether silanes |
JPH03223362A (ja) * | 1989-12-05 | 1991-10-02 | Shin Etsu Chem Co Ltd | 自己接着型シリコーンゴム組成物及びシリコーンゴム被覆布 |
JPH04223403A (ja) * | 1990-12-25 | 1992-08-13 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着剤層を有する偏光板 |
JPH07258273A (ja) * | 1993-10-20 | 1995-10-09 | Osi Specialties Inc | イソシアナトオルガノシラン類の製造法 |
WO2010026995A1 (ja) * | 2008-09-05 | 2010-03-11 | 旭硝子株式会社 | 粘着体、粘着シートおよびその用途 |
JP2010275524A (ja) * | 2009-04-30 | 2010-12-09 | Nitto Denko Corp | 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着型光学フィルムおよび画像表示装置 |
JP2011137065A (ja) * | 2009-12-28 | 2011-07-14 | Lintec Corp | 粘着性組成物、粘着剤および粘着シート |
JP2012197233A (ja) * | 2011-03-18 | 2012-10-18 | Nof Corp | チオエーテル含有アルコキシシラン誘導体、およびその用途 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61289094A (ja) | 1985-06-17 | 1986-12-19 | C S Kaseihin Kk | 含ケイ素イソシアネ−ト化合物の精製方法 |
JPS61145188A (ja) | 1984-12-18 | 1986-07-02 | C S Kaseihin Kk | 含ケイ素イソシアネ−ト化合物の製造方法 |
US4654428A (en) | 1984-12-18 | 1987-03-31 | C. S. Kaseihin Company Inc. | Process for preparation of silicon-containing isocyanate compounds |
EP0431881B1 (en) | 1989-12-05 | 1995-06-28 | Shin-Etsu Chemical Co., Ltd. | Fabric material coated with a self-adhesive silicone rubber |
US5218133A (en) | 1992-08-20 | 1993-06-08 | Union Carbide Chemicals & Plastics Technology Corporation | Process for making a silylisocyanurate |
JP3806459B2 (ja) | 1996-01-29 | 2006-08-09 | 三井化学ポリウレタン株式会社 | アルコキシシリル基含有イソシアネート化合物の製造方法 |
JP4171530B2 (ja) | 1996-04-15 | 2008-10-22 | 三井化学ポリウレタン株式会社 | ケイ素含有イソシアネート化合物の製造方法 |
JP4778844B2 (ja) | 2006-06-20 | 2011-09-21 | 三井化学株式会社 | 珪素含有イソシアネート化合物の製造方法 |
-
2014
- 2014-12-24 JP JP2014260029A patent/JP6237611B2/ja active Active
-
2015
- 2015-10-05 EP EP15872405.4A patent/EP3239158B1/en active Active
- 2015-10-05 CN CN201580070568.3A patent/CN107108668A/zh not_active Withdrawn
- 2015-10-05 WO PCT/JP2015/078167 patent/WO2016103836A1/ja active Application Filing
- 2015-10-05 US US15/539,553 patent/US10323049B2/en active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3506674A (en) * | 1967-07-03 | 1970-04-14 | Gen Electric | Certain pyridyl thio ether silanes |
US3678089A (en) * | 1967-07-03 | 1972-07-18 | Gen Electric | Functional group containing thioether silanes |
JPH03223362A (ja) * | 1989-12-05 | 1991-10-02 | Shin Etsu Chem Co Ltd | 自己接着型シリコーンゴム組成物及びシリコーンゴム被覆布 |
JPH04223403A (ja) * | 1990-12-25 | 1992-08-13 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着剤層を有する偏光板 |
JPH07258273A (ja) * | 1993-10-20 | 1995-10-09 | Osi Specialties Inc | イソシアナトオルガノシラン類の製造法 |
WO2010026995A1 (ja) * | 2008-09-05 | 2010-03-11 | 旭硝子株式会社 | 粘着体、粘着シートおよびその用途 |
JP2010275524A (ja) * | 2009-04-30 | 2010-12-09 | Nitto Denko Corp | 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着型光学フィルムおよび画像表示装置 |
JP2011137065A (ja) * | 2009-12-28 | 2011-07-14 | Lintec Corp | 粘着性組成物、粘着剤および粘着シート |
JP2012197233A (ja) * | 2011-03-18 | 2012-10-18 | Nof Corp | チオエーテル含有アルコキシシラン誘導体、およびその用途 |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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US11292881B2 (en) | 2017-03-09 | 2022-04-05 | Shin-Etsu Chemical Co., Ltd. | Polyoxyalkylene group-containing organosilicon compound and method for producing same |
JP2017141450A (ja) * | 2017-03-09 | 2017-08-17 | 信越化学工業株式会社 | ポリオキシアルキレン基含有有機ケイ素化合物およびその製造方法 |
JP2017203025A (ja) * | 2017-03-09 | 2017-11-16 | 信越化学工業株式会社 | 有機ケイ素化合物およびその製造方法 |
WO2018163446A1 (ja) * | 2017-03-09 | 2018-09-13 | 信越化学工業株式会社 | 有機ケイ素化合物およびその製造方法 |
WO2018163445A1 (ja) * | 2017-03-09 | 2018-09-13 | 信越化学工業株式会社 | ポリオキシアルキレン基含有有機ケイ素化合物およびその製造方法 |
KR20190126846A (ko) * | 2017-03-09 | 2019-11-12 | 신에쓰 가가꾸 고교 가부시끼가이샤 | 유기 규소 화합물 및 그 제조 방법 |
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JP2018193338A (ja) * | 2017-05-19 | 2018-12-06 | 信越化学工業株式会社 | イソシアネート基含有有機ケイ素化合物およびその製造方法 |
JP2021515044A (ja) * | 2018-02-27 | 2021-06-17 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェンHenkel AG & Co. KGaA | バイオ系反応性可塑剤、およびそれを含有する接着剤及びシール剤 |
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JP6237611B2 (ja) | 2017-11-29 |
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