JP4664079B2 - フルオロエラストマー組成物 - Google Patents
フルオロエラストマー組成物 Download PDFInfo
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- JP4664079B2 JP4664079B2 JP2004568581A JP2004568581A JP4664079B2 JP 4664079 B2 JP4664079 B2 JP 4664079B2 JP 2004568581 A JP2004568581 A JP 2004568581A JP 2004568581 A JP2004568581 A JP 2004568581A JP 4664079 B2 JP4664079 B2 JP 4664079B2
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Classifications
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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
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Description
硬化レオロジー:
試験は、米国材料試験協会(ASTM)D5289−93aに従ってモンサント移動ダイ・レオメーター(MDR)モデル2000(Monsanto Moving Die Rheometer(MDR)Model 2000)を用いて様々な時間および温度ならびに0.5度弧で未硬化の配合サンプルに関して実施した。いかなる平坦域または最大トルク(MH)も得られない時に指定時間中に達成される最小トルク(ML)および最大トルクの両方を測定した。トルクがMLより上に2インチ−ポンド(0.2Nm)上がるまでの時間(「ts2」)、トルクがML+0.5(MH−ML)に等しい値に達するまでの時間(「t’50」)、およびトルクがML+0.9(MH−ML)に達するまでの時間(「t’90」)もまた測定した。
150×150×2.0mmの寸法があるサンプル・シート、およびOリングを、実施例に示すような様々な時間および温度で加熱プレス一式を用いて混合した未硬化配合物から成形した。
プレス硬化したサンプル・シートおよびOリングを、様々な時間および温度で空気中熱に暴露した。サンプルは試験前に周囲温度に戻した。
破断引張強度、破断伸び、および100%伸び弾性率を、ASTMダイDでプレス−および後−硬化したシートからカットしたサンプルに関してASTM D412−92を用いて測定した。
サンプルを、ASTM D2240−85方法Aを用いてタイプA−2ショア・デュロメータ(Type A−2 Shore Durometer)で測定した。単位はショアAスケールでポイントで報告される。
Oリング・サンプルを、ASTM395−89方法Bを用いて様々な時間、温度、および25%初期たわみ(特に記載のない限り)で測定した。Oリングは0.139インチ(3.5mm)の断面厚さを有した。結果は初期たわみの百分率として報告される。
実施例に示した時間および温度で、ASTM D573。
66.2モルパーセント(モル%)テトラフルオロエチレン(TFE)、33.0モル%パーフルオロメチルビニルエーテル(PMVE)および0.8モル%のニトリル含有硬化部位モノマー、CF2=CFO(CF2)5CN(MV5CN)の共重合単位を有するパーフルオロエラストマーAを水性乳化重合によって製造した。
パーフルオロエラストマーBを2ロールミルで1〜2分間素練りした。次にエアロジルR−972を加え、それに硬化剤の添加が15〜20分の総混合時間で続いた。シートおよびOリングを調製し、上の実施例におけるように試験した。比較例のどれも硬化しなかったので、それらは有用な部品へ成形することができなかった。配合物および試験結果は下の表に含まれる。
Claims (9)
- (a)チッソ含有硬化部位モノマーから誘導された共重合単位を含むフルオロポリマーと、
(b)NH2置換基と、水素以外の少なくとも1つの追加の置換基とを有する芳香族硬化化合物であって、該追加の置換基の正味効果が電子求引性ではなく、該硬化化合物が12より上のpKaを有し、1つもしくはそれ以上のヘテロ原子を含有してもよい化合物(ただし、水素に直接結合したいかなるヘテロ原子も該NH2置換基のオルト位になく、そして1つもしくはそれ以上追加の置換基が一緒になって、芳香族であってもよい、かつ、1つもしくはそれ以上のヘテロ原子を含んでもよい環を形成してもよい)とを含む組成物。 - 前記フルオロポリマーが(i)テトラフルオロエチレンと;(ii)フッ素化コモノマーと;(iii)1つもしくはそれ以上のパーフルオロビニルエーテルと;(iv)それらの組み合わせとから誘導された共重合単位を含む、請求項1に記載の組成物。
- 前記フルオロポリマーがパーフッ素化されている、請求項1に記載の組成物。
- 前記窒素含有硬化部位モノマーがニトリル硬化部位モノマーである、請求項1に記載の組成物。
- 前記硬化化合物が、前記アミノ基のオルト位のR基であって、環状であってもよい、かつ、ヘテロ原子を含有してもよい、アルキル、アルケニル、アリール、またはそれらの組合せであるR基に直接結合したヘテロ原子を含有する、請求項1に記載の組成物。
- 前記ヘテロ原子が、(i)2つのR基に結合している窒素である;(ii)酸素であり、R基がC1〜C5アルキルである;(iii)チッソであり、R基がそれぞれ独立してC1〜C5アルキルである;および(iv)それらの組み合わせである、からえらばれる請求項5に記載の組成物。
- 前記硬化化合物が、(i)メトキシ置換モノ−およびビス−アミノ置換芳香族化合物、アルコキシ置換モノ−およびビス−アミノ置換芳香族化合物、ジアルキルアミノ置換モノ−およびビス−アミノ置換芳香族化合物、チオアルコキシ置換モノ−およびビス−アミノ置換芳香族化合物、およびそれらの組合せ;(ii)アミノ置換のナフタレン、アミノ置換のアントラセン、アミノ置換のピリジン、アミノ置換のピリミジン、アミノ置換のメラミン、アミノ置換のキノリン、アミノ置換のフラン、アミノ置換のピロール、アミノ置換のオキサゾール、アミノ置換のイミダゾール、アミノ置換のチオフェン、アミノ置換のトリアジン、アミノ置換のアズレン、アミノ置換のベンズイミダゾール、およびそれらの組合せ;ならびに(iii)o−アニシジン、p−アニシジン、m−アニシジン、4'',4'''−(ヘキサフルオロイソプロピリデン)−ビス(4−フェノキシアニリン)、4−フェノキシアニリン、3,4,5−トリメトキシアニリン、2,2−ビス(4−アミノフェニル)ヘキサフルオロプロパン、4−アミノ−2,6−ジクロロフェノキシド塩、およびそれらの組合せ、から選択される、請求項1に記載の組成物。
- (a)ニトリル硬化部位モノマーから誘導された共重合単位を含むフルオロポリマーを提供する工程と、
(b)水素以外の1つの置換基を有するアミノ置換芳香族硬化化合物であって、水素に直接結合しているヘテロ原子を含まない前記水素以外の1つの置換基が該アミノ基のオルト位にあり、前記水素以外の1つの置換基の正味効果が電子求引性ではなく、該硬化化合物が12より上のpKaを有し、該硬化化合物が1つのヘテロ原子を含有してもよく、そして1つもしくはそれ以上の置換基が一緒になって、芳香族であってもよい、かつ、1つの環ヘテロ原子を含んでもよい環を形成してもよい化合物を提供する工程と、
(c)該フルオロポリマーを該硬化化合物とブレンドする工程と
を含むフルオロポリマー組成物の製造方法。 - 前記フルオロポリマー組成物を造形して造形混合物を製造する工程および前記造形混合物を硬化させる工程をさらに含み、前記造形混合物を後硬化して硬化混合物を製造する工程をさらに含んでいてもよく、前記硬化混合物を熱老化する工程をさらに含んでいてもよい、請求項8に記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/367,400 US6956085B2 (en) | 2003-02-14 | 2003-02-14 | Fluoroelastomer compositions |
PCT/US2003/038886 WO2004074363A1 (en) | 2003-02-14 | 2003-12-08 | Fluoroelastomer compositions |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2006514134A JP2006514134A (ja) | 2006-04-27 |
JP2006514134A5 JP2006514134A5 (ja) | 2007-01-25 |
JP4664079B2 true JP4664079B2 (ja) | 2011-04-06 |
Family
ID=32849975
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2004568581A Expired - Fee Related JP4664079B2 (ja) | 2003-02-14 | 2003-12-08 | フルオロエラストマー組成物 |
Country Status (10)
Country | Link |
---|---|
US (1) | US6956085B2 (ja) |
EP (1) | EP1592736B1 (ja) |
JP (1) | JP4664079B2 (ja) |
KR (1) | KR101087435B1 (ja) |
CN (1) | CN100475889C (ja) |
AT (1) | ATE377042T1 (ja) |
AU (1) | AU2003297708A1 (ja) |
DE (1) | DE60317240T2 (ja) |
RU (1) | RU2005122898A (ja) |
WO (1) | WO2004074363A1 (ja) |
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US6956085B2 (en) * | 2003-02-14 | 2005-10-18 | 3M Innovative Properties Company | Fluoroelastomer compositions |
US20050107544A1 (en) * | 2003-11-13 | 2005-05-19 | Shuhong Wang | Plasma resistant curable fluoroelastomer composition |
US7294677B2 (en) * | 2005-08-25 | 2007-11-13 | 3M Innovative Properties Company | Catalyst for making fluoroelastomer compositions and methods of using the same |
EP1968476A1 (en) * | 2005-12-29 | 2008-09-17 | 3M Innovative Properties Company | Abrasive tool including agglomerate particles and an elastomer, and related methods |
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KR101442861B1 (ko) * | 2006-10-13 | 2014-09-22 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 질소 함유 방향족 재료를 포함하는 분말 코팅 플루오로중합체 조성물 |
EP2207818B1 (en) * | 2007-10-12 | 2013-04-17 | 3M Innovative Properties Company | Process for manufacturing clean fluoropolymers |
KR101684719B1 (ko) | 2009-06-25 | 2016-12-08 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 플루오로중합체를 위한 경화 조성물 |
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WO2014209635A1 (en) | 2013-06-27 | 2014-12-31 | 3M Innovative Properties Company | Fluoropolyether-polysiloxane elastomer compositions and shaped articles |
CN106029736A (zh) | 2014-02-19 | 2016-10-12 | 3M创新有限公司 | 混杂含氟弹性体组合物、可固化的组合物以及它们的制备和使用方法 |
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- 2003-02-14 US US10/367,400 patent/US6956085B2/en not_active Expired - Lifetime
- 2003-12-08 KR KR1020057014647A patent/KR101087435B1/ko active IP Right Grant
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- 2003-12-08 RU RU2005122898/04A patent/RU2005122898A/ru not_active Application Discontinuation
- 2003-12-08 AU AU2003297708A patent/AU2003297708A1/en not_active Abandoned
- 2003-12-08 DE DE60317240T patent/DE60317240T2/de not_active Expired - Lifetime
- 2003-12-08 JP JP2004568581A patent/JP4664079B2/ja not_active Expired - Fee Related
- 2003-12-08 AT AT03796773T patent/ATE377042T1/de not_active IP Right Cessation
- 2003-12-08 CN CNB2003801097146A patent/CN100475889C/zh not_active Expired - Fee Related
- 2003-12-08 WO PCT/US2003/038886 patent/WO2004074363A1/en active IP Right Grant
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Also Published As
Publication number | Publication date |
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WO2004074363A1 (en) | 2004-09-02 |
JP2006514134A (ja) | 2006-04-27 |
KR101087435B1 (ko) | 2011-11-25 |
RU2005122898A (ru) | 2006-02-10 |
AU2003297708A1 (en) | 2004-09-09 |
EP1592736B1 (en) | 2007-10-31 |
ATE377042T1 (de) | 2007-11-15 |
KR20050107418A (ko) | 2005-11-11 |
EP1592736A1 (en) | 2005-11-09 |
US6956085B2 (en) | 2005-10-18 |
US20040162395A1 (en) | 2004-08-19 |
CN100475889C (zh) | 2009-04-08 |
DE60317240T2 (de) | 2008-08-14 |
DE60317240D1 (de) | 2007-12-13 |
CN1747993A (zh) | 2006-03-15 |
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