JPWO2010038767A1 - 光硬化性組成物および硬化物 - Google Patents
光硬化性組成物および硬化物 Download PDFInfo
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- JPWO2010038767A1 JPWO2010038767A1 JP2010531872A JP2010531872A JPWO2010038767A1 JP WO2010038767 A1 JPWO2010038767 A1 JP WO2010038767A1 JP 2010531872 A JP2010531872 A JP 2010531872A JP 2010531872 A JP2010531872 A JP 2010531872A JP WO2010038767 A1 JPWO2010038767 A1 JP WO2010038767A1
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- 239000007787 solid Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
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- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
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- 125000005323 thioketone group Chemical group 0.000 description 1
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- 150000003585 thioureas Chemical class 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical class CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
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- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
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- UZIAQVMNAXPCJQ-UHFFFAOYSA-N triethoxysilylmethyl 2-methylprop-2-enoate Chemical group CCO[Si](OCC)(OCC)COC(=O)C(C)=C UZIAQVMNAXPCJQ-UHFFFAOYSA-N 0.000 description 1
- WDUXKFKVDQRWJN-UHFFFAOYSA-N triethoxysilylmethyl prop-2-enoate Chemical group CCO[Si](OCC)(OCC)COC(=O)C=C WDUXKFKVDQRWJN-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- UOKUUKOEIMCYAI-UHFFFAOYSA-N trimethoxysilylmethyl 2-methylprop-2-enoate Chemical group CO[Si](OC)(OC)COC(=O)C(C)=C UOKUUKOEIMCYAI-UHFFFAOYSA-N 0.000 description 1
- JPPHEZSCZWYTOP-UHFFFAOYSA-N trimethoxysilylmethyl prop-2-enoate Chemical group CO[Si](OC)(OC)COC(=O)C=C JPPHEZSCZWYTOP-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- GRPURDFRFHUDSP-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,2,4-tricarboxylate Chemical compound C=CCOC(=O)C1=CC=C(C(=O)OCC=C)C(C(=O)OCC=C)=C1 GRPURDFRFHUDSP-UHFFFAOYSA-N 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 150000007964 xanthones Chemical class 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
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- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
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- C08K5/00—Use of organic ingredients
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- C08K5/34—Heterocyclic compounds having nitrogen in the ring
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- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
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Abstract
Description
(A)光重合性官能基およびSiH基を有する変性ポリオルガノシロキサン化合物、
(B)炭素−炭素二重結合を有する化合物、および、
(C)光重合開始剤、を含有する光硬化性組成物。
成分(A)中の光重合性官能基が、エポキシ基、架橋性ケイ素基、(メタ)アクリロイル基、および、オキセタニル基からなる群から選択される少なくとも一種である、1)に記載の硬化性組成物。
成分(A)中の光重合性官能基の少なくとも1個が脂環式エポキシ基、又はグリシジル基である、1)に記載の硬化性組成物。
成分(A)中の光重合性官能基の少なくとも1個がアルコキシシリル基である、1)または2)に記載の硬化性組成物。
成分(B)が、下記一般式(I)
成分(B)が、Si−CH=CH2基を有する化合物である1)〜5)のいずれか一項に記載の硬化性組成物。
成分(A)が、光重合性官能基およびSiH基かつ、下記式(X1)〜(X3)で表される各構造と、フェノール性水酸基と、カルボキシル基とからなる群から選ばれる少なくとも一種を有する変性ポリオルガノシロキサン化合物である1)〜6)のいずれか一項に記載の硬化性組成物。
成分(A)が、下記化合物(α)〜(γ)のヒドロシリル化反応生成物であることを特徴とする、1)〜7)のいずれか一項に記載の硬化性組成物:
(α)1分子中にSiH基との反応性を有する炭素−炭素二重結合を1個以上有する有機化合物
(β)1分子中に少なくとも2個のSiH基を有するオルガノシロキサン化合物
(γ)1分子中に、光重合性官能基と、SiH基との反応性を有する炭素−炭素二重結合を有する化合物。
化合物(α)が、SiH基との反応性を有する炭素−炭素二重結合を有し、かつ、下記一般式(I)
化合物(α)が、Si−CH=CH2基を有する化合物である8)または9)に記載の硬化性組成物。
化合物(α)が、1分子中にSiH基との反応性を有する炭素−炭素二重結合を1個以上有し、かつ、下記式(X1)〜(X3)で表される各構造と、フェノール性水酸基と、カルボキシル基とからなる群から選ばれる少なくとも一種を同一分子内に有する有機化合物である、8)〜10)のいずれか一項に記載の硬化性組成物。
化合物(β)が、下記一般式(III)
化合物(γ)が、下記一般式(IV)
1)〜13)のいずれか一項に記載の硬化性組成物を硬化してなる、硬化物。
本発明の硬化性組成物に使用される変性ポリオルガノシロキサン化合物は、一分子中に光重合性官能基を少なくとも2個かつSiH基を少なくとも1個以上有するものであれば特に限定されるものではない。
本発明の硬化性組成物に使用される一分子中に少なくとも炭素−炭素二重結合を少なくとも1個以上有するものであれば特に限定されるものではなく、ポリシロキサン化合物、有機化合物にかかわらず特に限定なく使用することができる。
本発明の硬化性組成物において、光重合開始剤を必須成分とする。種類においては、光重合官能基の種類によって適宜選択して添加する必要があり、エポキシ基、アルコキシシリル基等の場合にはカチオン重合開始剤を用い、アリロキシ、メタクリロキシ基などのラジカル重合性基の場合には光ラジカル開始剤を用いる。
カチオン重合開始剤としては、活性エネルギー線によりカチオン種又はルイス酸を発生する、活性エネルギー線カチオン重合開始剤、又は熱によりカチオン種又はルイス酸を発生する熱カチオン重合開始剤であれば、特に限定されず使用できる。
活性エネルギー線によりラジカル種を発生する、活性エネルギー線ラジカル重合開始剤であれば特に限定されず使用できる。
ベンゾイン系化合物の具体例としては、ベンゾイン、ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソプロピルエーテル、ベンゾインイソブチルエーテル、2−ベンゾイル安息香酸メチル等が挙げられる。
(α)1分子中にSiH基との反応性を有する炭素−炭素二重結合を1個以上有する有機化合物。
(β)1分子中に少なくとも2個のSiH基を有するオルガノシロキサン化合物。
(γ)1分子中に、光重合性官能基を少なくとも1個と、SiH基との反応性を有する炭素−炭素二重結合を1個以上とを有する化合物。
化合物(α)について説明する。
下記一般式(I)
化合物(β)について説明する。
化合物(γ)について説明する。
化合物(α)、化合物(β)および化合物(γ)、態様によってはさらに化合物(α2)をヒドロシリル化反応させる場合の触媒としては、例えば次のようなものを用いることができる。白金の単体、アルミナ、シリカ、カーボンブラック等の担体に固体白金を担持させたもの、塩化白金酸、塩化白金酸とアルコール、アルデヒド、ケトン等との錯体、白金−オレフィン錯体(例えば、Pt(CH2=CH2)2(PPh3)2、Pt(CH2=CH2)2Cl2)、白金−ビニルシロキサン錯体(例えば、Pt(ViMe2SiOSiMe2Vi)n、Pt[(MeViSiO)4]m)、白金−ホスフィン錯体(例えば、Pt(PPh3)4、Pt(PBu3)4)、白金−ホスファイト錯体(例えば、Pt[P(OPh)3]4、Pt[P(OBu)3]4)(式中、Meはメチル基、Buはブチル基、Viはビニル基、Phはフェニル基を表し、n、mは、整数を示す。)、ジカルボニルジクロロ白金、カールシュテト(Karstedt)触媒、また、アシュビー(Ashby)の米国特許第3159601号及び3159662号明細書中に記載された白金−炭化水素複合体、ならびにラモロー(Lamoreaux)の米国特許第3220972号明細書中に記載された白金アルコラート触媒が挙げられる。更に、モディック(Modic)の米国特許第3516946号明細書中に記載された塩化白金−オレフィン複合体も本発明において有用である。
本発明の硬化性組成物に使用できる変性ポリオルガノシロキサン化合物としては、上述したとおり、化合物(α)、化合物(β)および化合物(γ)の反応をヒドロシリル化触媒の存在下で反応させることにより得られる化合物が挙げられる。
硬化性組成物の調製方法は特に限定されず、種々の方法で調製可能である。各種成分を硬化直前に混合調製しても良く、全成分を予め混合調製した一液の状態で低温貯蔵しておいても良い。
また本発明の硬化性組成物について、アルカリ現像により微細パターニングすることも可能である。そのパターニング形成について特に限定される方法はなく、一般的に行われる浸漬法やスプレー法等の現像方法により未露光部を溶解・除去し所望のパターン形成させることができる。
本発明の組成物で得られる硬化物は、高い絶縁性が要求される電子部品に適用できる。
(増感剤)
本発明の硬化性組成物には、光エネルギーで硬化させる場合には、光の感度向上のおよびg線(436nm)、h線(405nm)、i線(365nm)等の高波長の光に感度を持たせるために、適宜、増感剤を添加する事ができる。これら増感剤は、上記カチオン重合開始剤及び/またはラジカル重合開始剤等と併用して使用し、硬化性の調整を行うことができる。
本発明の硬化性組成物には、作業性、反応性、接着性、硬化物強度の調整のために適宜、反応性希釈剤を添加する事ができる。添加する化合物には、硬化反応形式によって選択して特に限定無く使用することが可能であり、エポキシ化合物、オキセタン化合物、アルコキシシラン化合物、(メタ)アクリレート化合物など重合基を有する化合物を使用する。
本発明の硬化性組成物には、接着性改良剤を添加することもできる。接着性改良剤としては一般に用いられている接着剤の他、例えば種々のカップリング剤、エポキシ化合物、オキセタン化合物、フェノール樹脂、クマロン−インデン樹脂、ロジンエステル樹脂、テルペン−フェノール樹脂、α−メチルスチレン−ビニルトルエン共重合体、ポリエチルメチルスチレン、芳香族ポリイソシアネート等を挙げることができる。
本発明の硬化性組成物を光又は熱により硬化させ、特に透明性を要求される用途で使用する場合は、光又は熱による硬化後の色相を改善するために、リン化合物を使用するのが好ましく、リン化合物としては、リンを含有する酸化防止剤または、着色防止剤が好ましい。
硬化性組成物には特性を改質する等の目的で、種々の熱可塑性樹脂を添加することも可能である。熱可塑性樹脂としては具体的には、アクリル系樹脂、ポリカーボネート系樹脂、ノルボルネン誘導体を単独あるいはビニルモノマーと共に重合した樹脂、シクロオレフィン系樹脂、オレフィン−マレイミド系樹脂、ポリエステル系樹脂、ポリエーテルスルホン樹脂、ポリアリレート樹脂、ポリビニルアセタール樹脂、ポリエチレン樹脂、ポリプロピレン樹脂、ポリスチレン樹脂、ポリアミド樹脂、シリコーン樹脂、フッ素樹脂、ゴム状樹脂をあげることができる。
ゴム状樹脂としては、天然ゴム、EPDMといったゴム状樹脂をあげることができる。
硬化性組成物には必要に応じて充填材を添加してもよい。
本発明の硬化性組成物には老化防止剤を添加してもよい。老化防止剤としては、ヒンダートフェノール系等一般に用いられている老化防止剤の他、クエン酸やリン酸、硫黄系老化防止剤等が挙げられる。
本発明の硬化性組成物にはラジカル禁止剤を添加してもよい。ラジカル禁止剤としては、フェノール系ラジカル禁止剤や、アミン系ラジカル禁止剤等を用いることができる。
本発明の硬化性組成物には紫外線吸収剤を添加してもよい。紫外線吸収剤としては、例えば2(2’−ヒドロキシ−3’,5’−ジ−t−ブチルフェニル)ベンゾトリアゾール、ビス(2,2,6,6−テトラメチル−4−ピペリジン)セバケート等が挙げられる。これらの紫外線吸収剤は単独でも2種以上併用してもよい。
本発明の硬化性組成物に使用される、変性ポリオルガノシロキサン化合物が高粘度である場合、溶剤に溶解して用いることも可能である。使用できる溶剤は特に限定されるものではなく、例えば、炭化水素系溶媒、エーテル系溶媒、ケトン系溶媒、グリコール系溶剤、ハロゲン系溶媒を好適に用いることができる。
本発明の硬化性組成物には、その他、着色剤、離型剤、難燃剤、難燃助剤、界面活性剤、消泡剤、乳化剤、レベリング剤、はじき防止剤、アンチモン−ビスマス等のイオントラップ剤、チクソ性付与剤、粘着性付与剤、保存安定改良剤、オゾン劣化防止剤、光安定剤、増粘剤、可塑剤、反応性希釈剤、酸化防止剤、熱安定化剤、導電性付与剤、帯電防止剤、放射線遮断剤、核剤、リン系過酸化物分解剤、滑剤、顔料、金属不活性化剤、熱伝導性付与剤、物性調整剤等を本発明の目的および効果を損なわない範囲で添加することができる。
本発明の硬化性組成物或いは硬化物は、種々の用途に用いることができる。従来のアクリル樹脂およびエポキシ樹脂接着剤が使用される各種用途に応用することが可能である。
実施例1〜6および比較例1,2で得た硬化性組成物に対し、下記方法を用いて評価を行った。その結果を表1に示す。
上記実施例、比較例で得られた樹脂組成物を用いて下記のような絶縁性評価サンプルを作成した。表面を#400研磨したSUS板に樹脂組成物をスピンコーティング(回転数2000rpm、30秒)したものを、コンベア型露光装置(高圧水銀ランプ、フュージョン製LH6)を用いて、積算光量200mJ/cm2露光した。その後、150℃加熱したホットプレート上にて1時間加熱して薄膜を形成した。さらにその薄膜上にスパッタでAl電極(6mmφ)を形成した。
SUS板上に形成した薄膜についてUV−visスペクトルを測定して算出した。本発明の樹脂組成物を用いて作成した薄膜は優れた絶縁性を有し、溶液塗布により成膜できる薄膜絶縁材料として適用できる。
実施例1〜6および比較例1、2で得られた硬化性組成物をガラス板に厚み約50μmとなるようコートし、溶剤を風乾したものをアルカリ性現像液(TMAH(テトラメチルアンモニウムヒドロオキシド)2.38%水溶液)に60秒浸漬後水洗し、現像液浸漬部分の樹脂の残存していないものを○、残存しているものを×としてアルカリ現像性の評価とした。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。ジアリルイソシアヌル酸10.0g、1,4−ジオキサン70.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)0.0186gの混合液を30分かけて滴下した。滴下終了から6時間後に1H−NMRでアリル基の反応率が95%以上であることを確認し、冷却により反応を終了した。未反応の1,3,5,7−テトラメチルシクロテトラシロキサン及びトルエンを減圧留去し、無色透明の液体「反応物A」を得た。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。トリアリルイソシアヌレート3.8g、ジアリルイソシアヌル酸5.0g、1,4−ジオキサン70.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)0.0186gの混合液を30分かけて滴下した。滴下終了から6時間後に1H−NMRでアリル基の反応率が95%以上であることを確認し、冷却により反応を終了した。未反応の1,3,5,7−テトラメチルシクロテトラシロキサン及びトルエンを減圧留去し、無色透明の液体「反応物B」を得た。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。ビニルノルボルネン10.0g、トルエン70.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)0.0186gの混合液を30分かけて滴下した。滴下終了から6時間後に1H−NMRでアリル基の反応率が95%以上であることを確認し、冷却により反応を終了した。未反応の1,3,5,7−テトラメチルシクロテトラシロキサン及びトルエンを減圧留去し、無色透明の液体「反応物C」を得た。
I2074(ローディア製、光カチオン重合開始剤)0.01g添加したものの20%MIBK溶液を調整した。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。トリアリルイソシアヌレート5.6g、トルエン10.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)62mgの混合液を滴下した。滴下終了後、1H−NMRでアリル基起因のピークが消失したことを確認し、反応液を冷却し脱揮することにより無色透明の液体「反応物D」を得た。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。1,3,5,7−ビニル−1,3,5,7−テトラメチルシクロテトラシロキサン7.5g、トルエン70.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)0.0186gの混合液を滴下した。滴下終了後、1H−NMRでアリル基起因のピークが消失したことを確認し、反応液を冷却し脱揮することにより無色透
明の液体「反応物E」を得た。
500mL四つ口フラスコにトルエン100g、1,3,5,7−テトラメチルシクロテトラシロキサン57.49gを入れ、気相部を窒素置換した後、内温105℃で加熱、攪拌した。ジアリルイソシアヌル酸10.0g、1,4−ジオキサン70.0g及び白金ビニルシロキサン錯体のキシレン溶液(白金として3wt%含有)0.0186gの混合液を30分かけて滴下した。滴下終了から6時間後に1H−NMRでアリル基の反応率が95%以上であることを確認し、冷却により反応を終了した。未反応の1,3,5,7−テトラメチルシクロテトラシロキサン及びトルエンを減圧留去し、無色透明の液体「反応物A」を得た。
100mL四つ口フラスコにトルエン15g、1,3,5,7−テトラメチルシクロテトラシロキサン7.5gを入れ、気相部を窒素置換した後内温105℃で加熱し、ここにビニルシクロヘキセンオキシド5.0gを加え2時間攪拌した。添加から2時間後に1H−NMRでビニル基の反応率が95%以上であることを確認した。反応液を冷却し「比較反応物1」を得た。
ジトリメチロールプロパンテトラアクリレート(新中村化学工業製、DA−TMP)0.5gにIrgacure184(チバスペシャリティケミカルズ製、光ラジカル開始剤)を0.015g添加したものの20%PGMEA溶液を調整した。
Claims (14)
- (A)光重合性官能基およびSiH基を有する変性ポリオルガノシロキサン化合物、
(B)炭素−炭素二重結合を有する化合物、および、
(C)光重合開始剤、を含有する光硬化性組成物。 - 成分(A)中の光重合性官能基が、エポキシ基、架橋性ケイ素基、(メタ)アクリロイル基、および、オキセタニル基からなる群から選択される少なくとも一種である、請求項1に記載の硬化性組成物。
- 成分(A)中の光重合性官能基の少なくとも1個が脂環式エポキシ基、又はグリシジル基である、請求項1に記載の硬化性組成物。
- 成分(A)中の光重合性官能基の少なくとも1個がアルコキシシリル基である、請求項1または2に記載の硬化性組成物。
- 成分(B)が、Si−CH=CH2基を有する化合物である請求項1〜5のいずれか一項に記載の硬化性組成物。
- 成分(A)が、下記化合物(α)〜(γ)のヒドロシリル化反応生成物であることを特徴とする、請求項1〜7のいずれか一項に記載の硬化性組成物。
(α)1分子中にSiH基との反応性を有する炭素−炭素二重結合を1個以上有する有機化合物
(β)1分子中に少なくとも2個のSiH基を有するオルガノシロキサン化合物
(γ)1分子中に、光重合性官能基と、SiH基との反応性を有する炭素−炭素二重結合を有する化合物 - 化合物(α)が、Si−CH=CH2基を有する化合物である請求項8または9に記載の硬化性組成物。
- 請求項1〜13のいずれか一項に記載の硬化性組成物を硬化してなる、硬化物。
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CN102171268B (zh) | 2016-05-18 |
US20110237702A1 (en) | 2011-09-29 |
US8809414B2 (en) | 2014-08-19 |
WO2010038767A1 (ja) | 2010-04-08 |
JP5555170B2 (ja) | 2014-07-23 |
KR20110074516A (ko) | 2011-06-30 |
EP2343326A4 (en) | 2014-07-02 |
KR101609611B1 (ko) | 2016-04-06 |
CN104497272B (zh) | 2017-06-23 |
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Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |