JP5128933B2 - 接着強さをすぐに発揮するrtvシリコーン組成物 - Google Patents
接着強さをすぐに発揮するrtvシリコーン組成物 Download PDFInfo
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- JP5128933B2 JP5128933B2 JP2007501853A JP2007501853A JP5128933B2 JP 5128933 B2 JP5128933 B2 JP 5128933B2 JP 2007501853 A JP2007501853 A JP 2007501853A JP 2007501853 A JP2007501853 A JP 2007501853A JP 5128933 B2 JP5128933 B2 JP 5128933B2
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- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- CPRPKIMXLHBUGA-UHFFFAOYSA-N triethyltin Chemical compound CC[Sn](CC)CC CPRPKIMXLHBUGA-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
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- 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
- C08L83/04—Polysiloxanes
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
- C09K3/1018—Macromolecular compounds having one or more carbon-to-silicon linkages
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- 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
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
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- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Load-Bearing And Curtain Walls (AREA)
- Panels For Use In Building Construction (AREA)
Description
(a)各ポリマー鎖末端のケイ素原子がシラノールを末端とするジオルガノポリシロキサン約5重量%〜約80重量%
(b)各ポリマー鎖末端のケイ素原子がアルキルを末端とするジオルガノポリシロキサン0重量%超〜約35重量%
(c)アルキルシリケート約0.1重量%〜約10重量%
(d)有機スズ化合物を含む縮合触媒約0.001重量%〜約1重量%
(e)アルコキシシラン接着向上剤約0.1重量%〜約20重量%
(f)ステアリン酸又はステアリン酸エステルなどの化合物で処理した粉砕、沈降及びコロイド状炭酸カルシウム、ヒュームドシリカ、沈降シリカ、シリカゲル、疎水性シリカ、疎水性シリカゲルなどの強化シリカ、石英粗粉末、石英微粉末、アルミナ、水酸化アルミニウム、水酸化チタン、カオリン、ベントナイト、モンモリロナイトなどのクレイ、珪藻土、酸化鉄、カーボンブラック、グラファイトからなる群から選択される1種又は複数種の強化充填剤約1重量%〜約80重量%
(g)ポリアルキレンオキシド変性有機シリコーン共重合体から選択される非イオン性界面活性剤約0重量%〜約10重量%
を含んでなるシーラント組成物であって、約1〜約60分間硬化した後のWPSTM試験C−1221で測定したグリーン強度が約1psi〜約75psiであるシーラント組成物を提供する。
(a)各ポリマー鎖末端のケイ素原子がシラノールを末端とするジオルガノポリシロキサン(但し、シロキサンの粘度は25℃で約1000〜200000cpsである)
(b)各ポリマー鎖末端のケイ素原子がアルキルを末端とするジオルガノポリシロキサン(但し、シロキサンの粘度は25℃で約1000〜200000cpsである)
(c)アルキルシリケート(架橋剤)
(d)縮合触媒(有機スズ化合物を含むものが好ましく、特にジブチルスズジラウレートを含むのが好ましい)
(e)アルコキシシラン接着向上剤
(f)任意成分としての強化充填剤(2種以上の充填剤の使用が普通である。)
(g)任意成分としての非イオン性界面活性剤。
式中、添字a=2であり、bは1以上であり、cは0又は正数であり、
M=(HO)3−x−yR1 xR2 ySiO1/2
(式中、添字x=0、1又は2であり、添字yは0又は1であるが、x+yは2以下であり、R1及びR2は各々一価C1−C60炭化水素基から選択される。)
D=R3R4SiO1/2
(式中、R3及びR4は各々独立に一価C1−C60炭化水素基から選択される。)
D′=R5R6SiO2/2
(式中、R5及びR6は各々独立に一価C1−C60炭化水素基から選択される。)。
式中、添字e=2であり、fは1以上であり、gは0又は正数であり、
M″=R7R8R9SiO1/2
(式中、R7、R8及びR9は各々一価C1−C60炭化水素基から選択される。)
D=R10R11SiO2/2
(式中、R10及びR11は各々独立に一価C1−C60炭化水素基から選択される。)
D″′=R12R13SiO2/2
(式中、R12及びR13は各々独立に一価C1−C60炭化水素基から選択される。)。
式中、R14、R15、R16及びR17は各々独立に一価C1−C60炭化水素基から選択される。
この実験例は、代表的な市販の一液型窓埋設用シーラントと比較して、本発明のシーラントが迅速に強度を発揮することを実証する。一液型シーラントはゆっくりしか強度を発揮できないことが知られているので、シーラントを24時間硬化させた後に初期測定を行った。WPSTM試験C−1221により測定した引張剪断断接着強さを用いて、データを得た。すべての例で、引張剪断断接着強さデータは、木材及びガラス基板からなる試験パネルを用いて得た。パネルは、木材−ガラス配置にて1インチのクーポンを1/2インチ重ね合わせ、1/16インチのシーラントを用いて作製した。サンプルを50%RH、73°Fで硬化した。
この実験例は、本発明のシーラントのプライマーありとプライマーなし方式での迅速な強度発揮を実証する。実施例2に記載したように、強度測定値データは、ビニル−ガラス試験パネルからなる引張剪断断試験片を用いて得た。
ポリマー1:全体での粘度が約10000cpsであるヒドロキシル基末端封鎖ポリジメチルシロキサンの混合物(式で表されるポリマーを含む)
沈降炭酸カルシウム:粒径約0.07μmの、ステアリン酸処理沈降炭酸カルシウム
可塑剤:粘度約100cpsの、トリメチルシリル基末端封鎖ポリジメチルシロキサン
流動添加剤:粘度が25℃で約100〜約3000センチポアズであるポリアルキレンオキシド変性オルガノシリコーン共重合体
ポリマー2:粘度が約10000cpsである、トリメチルシリル基末端封鎖ポリジメチルシロキサン
処理シリカ:表面積約200±20m2/gのオクタメチルシクロテトラシロキサン処理ヒュームドシリカ充填剤
顔料:トリメチルシリル基末端封鎖ポリジメチルシロキサンへの約50重量%のカーボンブラックの分散物
接着向上剤1:アミノエチルアミノプロピルトリメトキシシラン
接着向上剤2:トリス−トリメトキシシリルプロピルイソシアヌレート
NPS:テトラ−N−プロピルシリケート
DBTDL:ジブチルスズジラウレート
Claims (23)
- (a)各ポリマー鎖末端のケイ素原子がシラノールを末端とするジオルガノポリシロキサン5重量%〜80重量%
(b)各ポリマー鎖末端のケイ素原子がアルキルを末端とするジオルガノポリシロキサン0重量%超〜35重量%
(c)アルキルシリケート0.1重量%〜10重量%
(d)縮合触媒0.001重量%〜1重量%
(e)アルコキシシラン接着向上剤0.1重量%〜20重量%
を含んでなり、第1成分が成分(a)、(b)を含み、第2成分が成分(b)、(c)、(d)、(e)を含む2液型の硬化性シーラント組成物であって、
前記第1成分と前記第2成分との重量比が13:1であり、
1〜60分間硬化した後のWPSTM試験C−1221で測定したグリーン強度が1psi〜75psiである、硬化性シーラント組成物。 - 粉砕炭酸カルシウム、沈降炭酸カルシウム、コロイド状炭酸カルシウム、ステアリン酸又はステアリン酸エステルで処理した炭酸カルシウム、ヒュームドシリカ、沈降シリカ、シリカゲル、疎水性シリカ、親水性シリカゲル、石英粗粉末、石英微粉末、アルミナ、水酸化アルミニウム、水酸化チタン、クレイ、カオリン、ベントナイト、モンモリロナイト、珪藻土、酸化鉄、カーボンブラック、グラファイト及びこれらの混合物からなる群から選択される強化充填剤1重量%〜80重量%をさらに含む、請求項1記載の硬化性シーラント組成物。
- ポリエチレングリコール、ポリプロピレングリコール、エトキシル化ひまし油、オレイン酸エトキシレート、アルキルフェノールエトキシレート、エチレンオキサイドとプロピレンオキサイドの共重合体、シリコーンとポリエーテルとの共重合体、シリコーンとエチレンオキサイド−プロピレンオキサイド共重合体との共重合体及びこれらの混合物からなる界面活性剤群から選択される非イオン性界面活性剤0重量%超〜10重量%をさらに含む、請求項1記載の硬化性シーラント組成物。
- ポリエチレングリコール、ポリプロピレングリコール、エトキシル化ひまし油、オレイン酸エトキシレート、アルキルフェノールエトキシレート、エチレンオキサイドとプロピレンオキサイドの共重合体、シリコーンとポリエーテルとの共重合体、シリコーンとエチレンオキサイド−プロピレンオキサイド共重合体との共重合体及びこれらの混合物からなる界面活性剤群から選択される非イオン性界面活性剤0重量%超〜10重量%をさらに含む、請求項2記載の硬化性シーラント組成物。
- 前記非イオン性界面活性剤が、エチレンオキサイドとプロピレンオキサイドの共重合体、シリコーンとポリエーテルとの共重合体、シリコーンとエチレンオキサイド−プロピレンオキサイド共重合体との共重合体及びこれらの混合物からなる界面活性剤群から選択される、請求項4記載の硬化性シーラント組成物。
- 成分(a)のシラノール末端ジオルガノポリシロキサンの量が組成物全体の35重量%〜45重量%の範囲にある、請求項5記載の硬化性シーラント組成物。
- 成分(b)のアルキル末端ジオルガノポリシロキサンの量が組成物全体の8重量%〜20重量%の範囲にある、請求項6記載の硬化性シーラント組成物。
- 成分(c)のアルキルシリケートの量が組成物全体の0.5重量%〜1.5重量%の範囲にある、請求項7記載の硬化性シーラント組成物。
- 成分(d)の縮合触媒の量が組成物全体の0.005重量%〜0.1重量%の範囲にある、請求項8記載の硬化性シーラント組成物。
- 成分(f)の強化充填剤の量が組成物全体の37重量%〜49重量%の範囲にある、請求項9記載の硬化性シーラント組成物。
- 成分(e)のアルコキシシラン接着向上剤の量が組成物全体の0.5重量%〜2重量%の範囲にある、請求項10記載の硬化性シーラント組成物。
- 硬化性シーラント組成物を含む建築部材の製造方法であって、
上記硬化性シーラント組成物が、
(a)各ポリマー鎖末端のケイ素原子がシラノールを末端とするジオルガノポリシロキサン5重量%〜80重量%
(b)各ポリマー鎖末端のケイ素原子がアルキルを末端とするジオルガノポリシロキサン0重量%超〜35重量%
(c)アルキルシリケート0.1重量%〜10重量%
(d)縮合触媒0.001重量%〜1重量%
(e)アルコキシシラン接着向上剤0.1重量%〜10重量%
を含み、第1成分が成分(a)、(b)を含み、第2成分が成分(b)、(c)、(d)、(e)を含み、前記第1成分と前記第2成分との重量比が13:1であり、1〜60分間硬化した後のグリーン強度が1psi〜75psiである2液型の硬化性シーラント組成物であり、
当該製造方法が、60分後のグリーン強度が0psiであるシーラントを用いた同様の製造方法よりも速い生産速度で建築部材を製造する、製造方法。 - 前記硬化性シーラント組成物の1〜60分間硬化した後のグリーン強度が1psi〜45psiである、請求項12記載の製造方法。
- 前記硬化性シーラント組成物がさらに、粉砕炭酸カルシウム、沈降炭酸カルシウム、コロイド状炭酸カルシウム、ステアリン酸又はステアリン酸エステルで処理した炭酸カルシウム、ヒュームドシリカ、沈降シリカ、シリカゲル、疎水性シリカ、親水性シリカゲル、石英粗粉末、石英微粉末、アルミナ、水酸化アルミニウム、水酸化チタン、クレイ、カオリン、ベントナイト、モンモリロナイト、珪藻土、酸化鉄、カーボンブラック、グラファイト及びこれらの混合物からなる群から選択される強化充填剤1重量%〜80重量%を含む、請求項13記載の製造方法。
- 前記硬化性シーラント組成物がさらに、ポリエチレングリコール、ポリプロピレングリコール、エトキシル化ひまし油、オレイン酸エトキシレート、アルキルフェノールエトキシレート、エチレンオキサイドとプロピレンオキサイドの共重合体、シリコーンとポリエーテルとの共重合体、シリコーンとエチレンオキサイド−プロピレンオキサイド共重合体との共重合体及びこれらの混合物からなる界面活性剤群から選択される非イオン性界面活性剤0重量%超〜10重量%を含む、請求項13記載の製造方法。
- 前記非イオン性界面活性剤が、エチレンオキサイドとプロピレンオキサイドの共重合体、シリコーンとポリエーテルとの共重合体、シリコーンとエチレンオキサイド−プロピレンオキサイド共重合体との共重合体及びこれらの混合物からなる界面活性剤群から選択される、請求項15記載の製造方法。
- 成分(a)のシラノール末端ジオルガノポリシロキサンの量が組成物全体の35重量%〜45重量%の範囲にある、請求項15記載の製造方法。
- 成分(b)のアルキル末端ジオルガノポリシロキサンの量が組成物全体の8重量%〜20重量%の範囲にある、請求項17記載の製造方法。
- 成分(c)のアルキルシリケートの量が組成物全体の0.5重量%〜1.5重量%の範囲にある、請求項18記載の製造方法。
- 成分(d)の縮合触媒の量が組成物全体の0.005重量%〜0.1重量%の範囲にある、請求項19記載の製造方法。
- 成分(f)の強化充填剤の量が組成物全体の37重量%〜49重量%の範囲にある、請求項20記載の製造方法。
- 請求項1〜11のいずれか1項記載の組成物の硬化物を含んでなり、又は請求項12〜21のいずれか1項記載の方法で製造した建築部材。
- 前記建築部材が窓、扉、構造用板ガラス、又はカーテンウォールである、請求項22記載の建築部材。
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US20070116907A1 (en) * | 2005-11-18 | 2007-05-24 | Landon Shayne J | Insulated glass unit possessing room temperature-cured siloxane sealant composition of reduced gas permeability |
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2004
- 2004-10-26 US US10/973,723 patent/US20050192387A1/en not_active Abandoned
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2005
- 2005-02-28 WO PCT/US2005/006049 patent/WO2005085356A1/en active Application Filing
- 2005-02-28 AU AU2005219829A patent/AU2005219829A1/en not_active Abandoned
- 2005-02-28 EP EP10012483A patent/EP2275492A3/en not_active Withdrawn
- 2005-02-28 CN CN2005800063616A patent/CN1926194B/zh not_active Expired - Fee Related
- 2005-02-28 SG SG200901425-9A patent/SG150554A1/en unknown
- 2005-02-28 KR KR1020067017656A patent/KR101133864B1/ko not_active IP Right Cessation
- 2005-02-28 NZ NZ549012A patent/NZ549012A/en not_active IP Right Cessation
- 2005-02-28 EP EP05714071.7A patent/EP1723201B1/en active Active
- 2005-02-28 JP JP2007501853A patent/JP5128933B2/ja active Active
- 2005-02-28 CA CA2557305A patent/CA2557305C/en active Active
- 2005-03-01 TW TW094106072A patent/TWI370158B/zh not_active IP Right Cessation
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KR20060133600A (ko) | 2006-12-26 |
EP1723201B1 (en) | 2018-10-03 |
EP2275492A2 (en) | 2011-01-19 |
AU2005219829A1 (en) | 2005-09-15 |
WO2005085356A1 (en) | 2005-09-15 |
KR101133864B1 (ko) | 2012-04-09 |
CN1926194A (zh) | 2007-03-07 |
CA2557305A1 (en) | 2005-09-15 |
US20050192387A1 (en) | 2005-09-01 |
TWI370158B (en) | 2012-08-11 |
EP1723201A1 (en) | 2006-11-22 |
JP2007526945A (ja) | 2007-09-20 |
SG150554A1 (en) | 2009-03-30 |
EP2275492A3 (en) | 2011-04-20 |
TW200609300A (en) | 2006-03-16 |
HK1104565A1 (en) | 2008-01-18 |
CA2557305C (en) | 2014-10-14 |
NZ549012A (en) | 2010-07-30 |
CN1926194B (zh) | 2011-06-08 |
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