JP4777732B2 - オルガノシロキサン変性ポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体、および、該重合体を含有する硬化性組成物 - Google Patents
オルガノシロキサン変性ポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体、および、該重合体を含有する硬化性組成物 Download PDFInfo
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- JP4777732B2 JP4777732B2 JP2005284474A JP2005284474A JP4777732B2 JP 4777732 B2 JP4777732 B2 JP 4777732B2 JP 2005284474 A JP2005284474 A JP 2005284474A JP 2005284474 A JP2005284474 A JP 2005284474A JP 4777732 B2 JP4777732 B2 JP 4777732B2
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
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- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-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
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
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- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-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
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/442—Block-or graft-polymers containing polysiloxane sequences containing vinyl polymer sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
Description
H−(SiR1 2O)nSiR1 2−H (5)
(式中、R1は、置換あるいは非置換の1価の炭化水素基または(R’)3SiO−(R’は、それぞれ独立に、炭素数1〜20の置換あるいは非置換の炭化水素基である)で示されるトリオルガノシロキシ基であり、2×n+2個のR1は相互に同一であってもよく、異なっていてもよい。nは0から100の整数を示す)で表されるジヒドロオルガノシロキサンと、ケイ素上に3つの水酸基または加水分解性基を有するケイ素含有官能基と不飽和基とを有する一般式(6):
R2R3C=CR4−R5−SiX3 (6)
(式中、R2、R3、R4は、置換あるいは非置換の1価の炭化水素基であり、R2、R3、および、R4は相互に同一であってもよく、異なっていてもよい。R5は、置換あるいは非置換の2価の炭化水素基または直接結合である。Xは水酸基または加水分解性基を示し、3個のXは相互に同一であってもよく、異なっていてもよい)で表されるシラン化合物とのヒドロシリル化反応により得ることができる。
H−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (3)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(以下、「β付加体」とも言う。)と、一般式(4):
H−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (4)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(以下、「α付加体」とも言う。)の2種類のシラン化合物の混合物になる場合がある。この2種類のシラン化合物は、蒸留などによる分離が困難な場合が多く、混合物をそのままヒドロシリル化反応に用いて、反応性ケイ素基を有する有機重合体を得ることが工業的には有効である。
−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (1)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表される反応性ケイ素基(以下、「β付加型反応性ケイ素基」とも言う。)と、一般式(2):
−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (2)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表される反応性ケイ素基(以下、「α付加型反応性ケイ素基」とも言う。)を有する。
本発明は、オルガノシロキサン変性した反応性ケイ素基を有する有機重合体を含む、速硬化性と高い引張強度を示す硬化性組成物を提供することを目的とするものである。
−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (1)
(式中、R1は、置換あるいは非置換の1価の炭化水素基または(R’)3SiO−(R’は、それぞれ独立に、炭素数1〜20の置換あるいは非置換の炭化水素基である)で示されるトリオルガノシロキシ基であり、2×n+2個のR1は相互に同一であってもよく、異なっていてもよい。
R2、R3、R4は、水素原子、又は、置換あるいは非置換の1価の炭化水素基であり、R2、R3、および、R4は相互に同一であってもよく、異なっていてもよい。
R5は、置換あるいは非置換の2価の炭化水素基または直接結合である。
Xは水酸基または加水分解性基を示し、3個のXは相互に同一であってもよく、異なっていてもよい。
nは0から100の整数を示す)
で表される基(a)と、
一般式(2):
−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (2)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)
で表される基(b)とを有し、(a)と(b)の比率(a/b)が、mol比で平均して99/1〜75/25であるポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体に関する。
H−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (3)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(c)と、一般式(4):
H−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (4)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(d)の比率(c/d)が、mol比で99/1〜75/25であるヒドロシラン混合物との付加反応により得られるポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体である。
H−(SiR1 2O)nSiR1 2−H (5)
(式中、R1、nは前記に同じ)で表されるジヒドロオルガノシロキサンと、ケイ素上に3つの水酸基または加水分解性基を有するケイ素含有官能基と不飽和基とを有する一般式(6):
R2R3C=CR4−R5−SiX3 (6)
(式中、R2、R3、R4、R5、Xは前記に同じ)で表されるシラン化合物との付加反応により得られるオルガノシロキサン変性ヒドロシラン化合物の混合物である。
なお、以下の説明においては、本発明のポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体(以下、「有機重合体」ともいう。)を他の有機重合体と区別するために有機重合体(A)と称する場合がある。
−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (1)
(式中、R1は、置換あるいは非置換の1価の炭化水素基または(R’)3SiO−(R’は、それぞれ独立に、炭素数1〜20の置換あるいは非置換の炭化水素基である)で示されるトリオルガノシロキシ基であり、2×n+2個のR1は相互に同一であってもよく、異なっていてもよい。R2、R3、R4は、水素原子または置換あるいは非置換の1価の炭化水素基であり、R2、R3、および、R4は相互に同一であってもよく、異なっていてもよい。R5は、炭素原子数1から20の置換あるいは非置換の2価の炭化水素基または直接結合である。Xは水酸基または加水分解性基を示し、3個のXは相互に同一であってもよく、異なっていてもよい。nは0から100の整数を示す)および/または、一般式(2):
−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (2)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表され、一般式(1)で表される基(a)と、一般式(2)で表される基(b)の比率(a/b)が、mol比で平均して99/1〜75/25であることが必須である。a/bの値は、95/5〜77/23であることが好ましく、90/10〜80/20であることがより好ましい。a/bの値がこの範囲を上回ると、中間原料であるヒドロシラン化合物の合成が困難になる傾向がある。a/bの値がこの範囲を下回ると、硬化性や硬化物の引張強度が低下する傾向がある。
−CH2−、−CH(CH3)−、−CH2CH2−、−CH2CH2CH2−、
−CH2CH2CH2CH2−、−CH2CH2CH2CH2CH2CH2−、
−CH2CH2CH2CH2CH2CH2CH2CH2−、
−CH2CH2C6H4CH2CH2−、−CH2CH2CH2OCH2CH2CH2−、直接結合等があげられる。これらの中では−CH2−、−CH2CH2−、
−CH2CH2CH2CH2−、直接結合が入手性およびコストの点から特に好ましい。
一般式(1)および(2)におけるnは0から100の整数である。好ましくは1から5の整数であり、特に好ましくは1である。
まず、以下の方法により、不飽和基を含有するポリオキシアルキレン系重合体または(メタ)アクリル酸エステル系重合体を得る。不飽和基を含有するポリオキシアルキレン系重合体は、分子中に水酸基等の官能基を有するポリオキシアルキレン系重合体と、この官能基に対して反応性を示す活性基および不飽和基を有する有機化合物との反応、もしくは、不飽和基含有エポキシ化合物との共重合により得ることができる。不飽和基を含有する(メタ)アクリル酸エステル系重合体は、後述するリビングラジカル重合法により得られたハロゲン等の官能基を有する(メタ)アクリル酸エステル系重合体と、この官能基に対して反応性を示す活性基および不飽和基を有する有機化合物との反応、もしくは、不飽和基を有するモノマーと(メタ)アクリル酸エステル系モノマーとのラジカル重合により得ることができる。
H−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (3)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(c)と、一般式(4):
H−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (4)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(d)の比率(c/d)が、mol比で99/1〜75/25であるヒドロシラン混合物とを白金族金属触媒の存在下にヒドロシリル化反応させ、本発明の(A)成分である反応性ケイ素基を有する有機重合体を得る。c/dの値は、95/5〜77/23であることが好ましく、90/10〜80/20であることがより好ましい。c/dの値がこの範囲を上回るヒドロシラン混合物は、合成または入手が困難な傾向がある。c/dの値がこの範囲を下回ると、ヒドロシリル化反応させて得られる重合体の硬化性や硬化物の引張強度が低下する傾向がある。
H−Si(CH3)2OSi(CH3)2−C2H4−Si(OCH3)3
H−Si(CH3)2OSi(CH3)2−C2H4−Si(OC2H5)3
などが挙げられる。
H−Si(CH3)2OSi(CH3)2−CH(CH3)−Si(OCH3)3
H−Si(CH3)2OSi(CH3)2−CH(CH3)−Si(OC2H5)3
などが挙げられる。
H−(SiR1 2O)nSiR1 2−H (5)
(式中、R1、nは前記に同じ)で表されるハイドロジェンポリシロキサンと、ケイ素上に3つの水酸基または加水分解性基を有するケイ素含有官能基と不飽和基とを有する一般式(6):
R2R3C=CR4−R5−SiX3 (6)
(式中、R2、R3、R4、R5、Xは前記に同じ)で表されるビニル基含有シランとを白金族金属触媒の存在下にヒドロシリル化反応させて得ることができる。
一般式(5)の化合物と一般式(6)の化合物を反応させてc/dの比率を99/1〜75/25の範囲に調整する方法としては、特に限定されないが、米国特許6175031号明細書に記載されている方法が例示できる。
−R6−O− (7)
(式中、R6は炭素原子数1から14の直鎖状もしくは分岐アルキレン基である。)で示される繰り返し単位を有する重合体であり、一般式(7)におけるR6は、炭素原子数2から4の、直鎖状もしくは分岐アルキレン基が好ましい。一般式(7)で示される繰り返し単位の具体例としては、
−CH2O−、−CH2CH2O−、−CH2CH(CH3)O−、−CH2CH(C2H5)O−、−CH2C(CH3)2O−、−CH2CH2CH2CH2O−
等が挙げられる。ポリオキシアルキレン系重合体の主鎖骨格は、1種類だけの繰り返し単位からなってもよいし、2種類以上の繰り返し単位からなってもよい。特にシーラント等に使用される場合には、プロピレンオキシド重合体を主成分とする重合体から成るものが非晶質であることや比較的低粘度である点から好ましい。
ポリオキシアルキレン系重合体の主鎖骨格中には本発明の効果を大きく損なわない範囲でウレタン結合成分等の他の成分を含んでいてもよい。
上記の反応性ケイ素基を有する(メタ)アクリル酸エステル系重合体は、単独で使用してもよいし2種以上併用してもよい。
これらの反応性ケイ素基を有する有機重合体は、単独で使用してもよいし2種以上併用してもよい。具体的には、反応性ケイ素基を有するポリオキシアルキレン系重合体と反応性ケイ素基を有する(メタ)アクリル酸エステル系重合体をブレンドしてなる有機重合体も使用できる。
直径は0.1mm以上、好ましくは0.1〜5.0mm程度であり、外壁の材質、模様等に合わせて適当な大きさのものが使用される。0.2mm〜5.0mm程度や0.5mm〜5.0mm程度のものも使用可能である。鱗片状の物質の場合には、厚さが直径の1/10〜1/5程度の薄さ(0.01〜1.00mm程度)とされる。鱗片状または粒状の物質は、シーリング主材内に予め混合されてシーリング材として施工現場に運搬されるか、使用に際して、施工現場にてシーリング主材内に混合される。
好ましい仕上げ方法などは特開平9−53063号公報に記載されている。
粘着性付与樹脂は有機重合体(A)100重量部に対して、5〜1,000重量部、好ましくは10〜100重量部の範囲で使用される。
数平均分子量はビニル系重合体の場合はGPC法で、ポリエーテル系重合体の場合は末端基分析法で測定される。また、分子量分布(Mw/Mn)GPC法(ポリスチレン換算)で測定される。
本発明の硬化性組成物は、大気中に暴露されると水分の作用により、三次元的に網状組織を形成し、ゴム状弾性を有する固体へと硬化する。
分子量約2,000のポリオキシプロピレンジオールを開始剤とし、亜鉛ヘキサシアノコバルテートグライム錯体触媒にてプロピレンオキシドの重合を行い、数平均分子量約25,500(送液システムとして東ソー製HLC−8120GPCを用い、カラムは東ソー製TSK−GEL Hタイプを用い、溶媒はTHFを用いて測定したポリスチレン換算分子量)のポリプロピレンオキシドを得た。続いて、この水酸基末端ポリプロピレンオキシドの水酸基に対して1.2倍当量のNaOMeのメタノール溶液を添加してメタノールを留去し、更に塩化アリルを添加して末端の水酸基をアリル基に変換した。以上により、末端がアリル基である数平均分子量約25,500のポリプロピレンオキシドを得た。
HSi(CH3)2OSi(CH3)2C2H4Si(OCH3)3
で表されるシラン化合物と、下記化学式、
HSi(CH3)2OSi(CH3)2CH(CH3)Si(OCH3)3
で表されるシラン化合物との84/16(mol比)の混合液2.3重量部と90℃で2時間反応させ、a/b比の値が84/16であるジメチルジシロキサン変性したトリメトキシシリル基末端ポリオキシプロピレン(A−1)を得た。1H−NMR(日本電子製JNM−LA400を用いて、CDCl3溶媒中で測定)による測定により、末端のトリメトキシシリル基は1分子あたり平均して約1.3個であった。
合成例1で得られたアリル末端ポリプロピレンオキシドに対し、合成例1と同様の手順で、下記化学式、
HSi(CH3)2OSi(CH3)2C2H4Si(OCH3)3
で表されるシラン化合物と、下記化学式、
HSi(CH3)2OSi(CH3)2CH(CH3)Si(OCH3)3
で表されるシラン化合物との82/18(mol比)の混合液2.3重量部を用いて反応させ、末端に平均1.3個のトリメトキシシリル基を有するa/b比の値が82/18であるジメチルジシロキサン変性ポリオキシプロピレン(A−2)を得た。
合成例1で得られたアリル末端ポリプロピレンオキシドに対し、合成例1と同様の手順で、下記化学式、
HSi(CH3)2OSi(CH3)2C2H4Si(OCH3)3
で表されるシラン化合物と、下記化学式、
HSi(CH3)2OSi(CH3)2CH(CH3)Si(OCH3)3
で表されるシラン化合物との72/28(mol比)の混合液2.3重量部を用いて反応させ、末端に平均1.3個のトリメトキシシリル基を有するa/b比の値が72/28であるジメチルジシロキサン変性ポリオキシプロピレン(A−3)を得た。
(硬化性)
合成例1〜2および比較合成例1で得られた重合体(A−1〜A−3)100重量部に対して、ジブチル錫ビス(アセチルアセトネート)(日東化成製、ネオスタンU−220)0.15重量部を添加し、スパチュラで2分間よく混練し、23℃50%の恒温恒湿条件下に静置した。この時間を硬化開始時間としスパチュラの先で組成物表面に触り、スパチュラに組成物が付着しなくなった時間を皮張り時間として、硬化時間を測定した。結果を表1に示す。
合成例1〜2および比較合成例1で得られた重合体(A−1〜A−3)100重量部に対して、ジブチル錫ジラウレート(三共有機合成製、STANN BL)0.15重量部、純水0.6重量部を加えてよく混合した後、遠心脱泡した該混合物をポリエチレン製の型枠に気泡が入らないように注意深く流し込み、23℃で1時間、さらに70℃で20時間養生させて得られた厚さ3mmの硬化物シートから、JISK6251に準拠して3号ダンベルを打ち抜き、23℃50%RHで引張試験(引張速度200mm/分)を行い、Tb:破断時強度(MPa)を測定した。結果を表1に示す。
硬化性、および、硬化物の引張物性の評価結果を表1に示す。
合成例1〜2および比較合成例1で得られた重合体(A−1〜A−3)100重量部、表面処理膠質炭酸カルシウム(白石工業製、白艶華CCR)120重量部、酸化チタン(石原産業製、タイペークR−820)20重量部、可塑剤のジイソデシルフタレート(新日本理化製、サンソサイザーDIDP)55重量部、チクソ性付与剤(楠本化成製、ディスパロン6500)2重量部、紫外線吸収剤(チバ・スペシャルティ・ケミカルズ製、チヌビン327)1重量部、光安定剤(三共製、サノールLS770)1重量部、脱水剤のビニルトリメトキシシラン(東レ・ダウコーニング製、A−171)2重量部、および、接着付与剤のN−(β−アミノエチル)−γ−アミノプロピルトリメトキシシラン(東レ・ダウコーニング製、A−1120)3重量部を脱水条件下にて混練した。最後に硬化触媒として、ジブチル錫ジラウレート(三共有機合成製、STANN BL)0.15重量部を添加し、よく混合した後、防湿性の容器に密閉して、1液型硬化性組成物を得た。作成した1液型硬化性組成物を用いて、以下の要領で、硬化性(皮張り時間)と硬化物の引張物性を評価した。
カートリッジから各硬化性組成物を押し出し、厚さ約5mmの型枠にスパチュラを用いて充填し、表面を平面状に整えた。この時間を硬化開始時間とし、表面をスパチュラで触り、スパチュラに配合物が付着しなくなった時間を皮張り時間として測定を行った。皮張り時間は、23℃/50%RHの条件下で測定した。結果を表2に示す。
表2の各組成物を23℃×3日+50℃×4日養生して厚さ約3mmのシートを作成した。このシートを3号ダンベル型に打ち抜いて、引っ張り速度200mm/分で引張試験を行い、Tb:破断時強度(MPa)を測定した。結果を表2に示す。
配合組成、および、硬化性、硬化物の引張物性の評価結果を表2に示す。
Claims (6)
- シロキサン結合を形成することにより架橋し得るケイ素含有基として、
一般式(1):
−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (1)
(式中、R1は、置換あるいは非置換の1価の炭化水素基または(R’)3SiO−(R’は、それぞれ独立に、炭素数1〜20の置換あるいは非置換の炭化水素基である)で示されるトリオルガノシロキシ基であり、2×n+2個のR1は相互に同一であってもよく、異なっていてもよい。
R2、R3、R4は、水素原子、又は、置換あるいは非置換の1価の炭化水素基であり、R2、R3、および、R4は相互に同一であってもよく、異なっていてもよい。
R5は、置換あるいは非置換の2価の炭化水素基または直接結合である。
Xは水酸基または加水分解性基を示し、3個のXは相互に同一であってもよく、異なっていてもよい。
nは0から100の整数を示す)
で表される基(a)と、
一般式(2):
−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (2)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)
で表される基(b)とを有し、
(a)と(b)の比率(a/b)が、mol比で平均して99/1〜75/25であるポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体。 - 複合金属シアン化物錯体触媒を用いて重合したポリオキシアルキレン系重合体を主鎖骨格として含有することを特徴とする請求項1に記載のポリオキシアルキレン系重合体。
- 末端に不飽和基を導入したポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体と、一般式(3):
H−(SiR1 2O)nSiR1 2−CR2R3−CHR4−R5−SiX3 (3)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(c)と、一般式(4):
H−(SiR1 2O)nSiR1 2−CR4(CHR2R3)−R5−SiX3 (4)
(式中、R1、R2、R3、R4、R5、X、nは前記に同じ)で表されるオルガノシロキサン変性ヒドロシラン化合物(d)の比率(c/d)が、mol比で99/1〜75/25であるヒドロシラン混合物との付加反応により得られることを特徴とする請求項1または2に記載のポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体。 - ヒドロシラン混合物が、一般式(5):
H−(SiR1 2O)nSiR1 2−H (5)
(式中、R1、nは前記に同じ)で表されるジヒドロオルガノシロキサンと、ケイ素上に3つの水酸基または加水分解性基を有するケイ素含有官能基と不飽和基とを有する一般式(6):
R2R3C=CR4−R5−SiX3 (6)
(式中、R2、R3、R4、R5、Xは前記に同じ)で表されるシラン化合物との付加反応により得られるオルガノシロキサン変性ヒドロシラン化合物の混合物であることを特徴とする請求項3に記載のポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体。 - Xが、メトキシ基であることを特徴とする請求項1から4のいずれかに記載のポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体。
- 請求項1から5のいずれかに記載のポリオキシアルキレン系重合体および/または(メタ)アクリル酸エステル系重合体を含有することを特徴とする硬化性組成物。
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