JP6074059B2 - 紫外線吸収基を含むコポリマー、及びそれを含むフルオロポリマー組成物 - Google Patents
紫外線吸収基を含むコポリマー、及びそれを含むフルオロポリマー組成物 Download PDFInfo
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- JP6074059B2 JP6074059B2 JP2015549766A JP2015549766A JP6074059B2 JP 6074059 B2 JP6074059 B2 JP 6074059B2 JP 2015549766 A JP2015549766 A JP 2015549766A JP 2015549766 A JP2015549766 A JP 2015549766A JP 6074059 B2 JP6074059 B2 JP 6074059B2
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- 125000005005 perfluorohexyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- 125000005009 perfluoropropyl group Chemical group FC(C(C(F)(F)F)(F)F)(F)* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Chemical group 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- ROEHNQZQCCPZCH-UHFFFAOYSA-N tert-butyl 2-tert-butylperoxycarbonylbenzoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1C(=O)OC(C)(C)C ROEHNQZQCCPZCH-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229940035024 thioglycerol Drugs 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- 239000008096 xylene Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
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Description
本願は、2012年12月20日に出願された米国仮出願第61/740,125号の優先権を主張するものであり、その開示全体を参照により本明細書に援用する。
「a」、「an」、及び「the」等の用語は、1つの実体のみを指すことを意図するものではなく、具体例を例示のために用いることができる一般部類を含む。用語「a」、「an」、及び「the」は、用語「少なくとも1つ」と同じ意味で使用される。
−[−CH2−C(H)UVA−]−、−[−CH2−C(H)C(O)−O−X−UVA−]−、−[−CH2−C(H)C(O)−NH−X−UVA−]−、
−[−CH2−C(CH3)C(O)−O−X−UVA−]−、又は−[−CH2−C(CH3)C(O)−NH−X−UVA−]−(式中、Xは、1〜10個(幾つかの実施形態では、2〜6個又は2〜4個)の炭素原子を有し、任意に1個以上の−O−基により中断され、且つ任意にヒドロキシル基によって置換されてよい、アルキレン又はアルキレンオキシ基であり、UVAは、上記実施形態のいずれかのUVA基を含む)によって表すことができる。アルキレンオキシ基では、酸素がUVA基に結合している。コポリマーは、(例えば、少なくとも2、3、4、5、6、7、8、9、10、15、又は少なくとも20、30、35、40、45、50、100以下、又は200以下)のこれら繰り返し単位を含んでよい。繰り返し単位は、置換ビニル、置換アクリレート、又は置換メタクリレート基に由来し得る。
−CF(CF3)CF2−、−CF2CF2CF2−、−CF(CF3)CF2CF2−、−CF2CF2CF2CF2−、及び−CF2C(CF3)2−が挙げられる。代表的なRf c基としては、−CF2−、−CF(CF3)−、−CF2CF2−、−CF2CF2CF2−、及び−CF(CF3)CF2−が挙げられる。幾つかの実施形態では、Rf cは、−CF(CF3)−である。
−[CF2O]i[CF(CF3)CF2O]j−、−[CF2O]i[CF2CF2CF2O]j−、−[CF2CF2O]i[CF2O]j−、−[CF2CF2O]i[CF(CF3)CF2O]j−、−[CF2CF2O]i[CF2CF2CF2O]j−、−[CF2CF2CF2O]i[CF2CF(CF3)O]j−、及び[CF2CF2CF2O]i[CF(CF3)CF2O]j−(式中、i+jは、少なくとも3(幾つかの実施形態では、少なくとも4、5、又は6)の整数である)によって表される。
(本開示の一部の実施形態)
ペンダント紫外線吸収基を含む第1の二価ユニットと、
下記式:
Rfは、任意に1個の−O−基により中断される、1〜6個の炭素原子を有するフルオロアルキル基を表すか、又はRfは、ポリフルオロポリエーテル基を表し、
R1は、水素又はメチルであり、
Qは、結合、−SO2−N(R)−、又は−C(O)−N(R)−(式中、Rは、1〜4個の炭素原子を有するアルキル又は水素である)であり、
mは、0〜11の整数である)によって表される第2の二価ユニットと、を含み、
前記コポリマーが、熱可塑性コポリマーである、コポリマーを提供する。
R1は、水素又はメチルであり、
Vは、O又はNHであり、
Xは、1〜10個の炭素原子を有し、任意に1個以上の−O−基により中断され、且つ任意にヒドロキシル基によって置換される、アルキレン又はアルキレンオキシ基であり、
Rは、1〜4個の炭素原子を有するアルキルであり、
nは、0又は1であり、
Zは、ベンゾイル基、4,6−ビスフェニル[1,3,5]トリアジン−2−イル基、又は2H−ベンゾトリアゾール−2−イル基(ここで、前記ベンゾイル基、4,6−ビスフェニル[1,3,5]トリアジン−2−イル基、及び2H−ベンゾトリアゾール−2−イル基は、任意に、1個以上のアルキル、アリール、アルコキシ、ヒドロキシル、若しくはハロゲン置換基、又はこれら置換基の組み合わせによって置換されてよい)である)によって表される、第1又は第2の実施形態に記載のコポリマーを提供する。
2−{4−[4,6−ビス−(2,4−ジメチル−フェニル)−[1,3,5]トリアジン−2−イル]−3−ヒドロキシ−フェノキシ}−エチルアクリレートエステル
3リットルの3つ口丸底フラスコは、温度プローブ、冷却器、及び機械的撹拌機を備えていた。フラスコに、500グラム(1.26モル)の2,4−ジ−(2,4−ジメチルフェニル)−6−(2,4−ジヒドロキシフェニル)−トリアジン、124グラム(1.4モル)のエチレンカーボネート、18グラム(0.085モル)のテトラエチルアンモニウムブロミド、及び475グラムのジメチルホルムアミドを仕込んだ。バッチを150℃に加熱し、その温度で5時間維持した。バッチからCO2が発生するのが観察された。5時間後、15グラムの更なるエチレンカーボネート及び2グラムの更なるテトラエチルアンモニウムブロミドを添加した。バッチを3時間かけて150℃に加熱し、次いで、15グラムの更なるエチレンカーボネート及び2グラムの更なるテトラエチルアンモニウムブロミドを添加した。バッチを更に3時間かけて150℃に加熱し、その後、薄層クロマトグラフィーによって、それ以上の出発材料は観察されなかった。
2リットルの3つ口丸底フラスコは、温度プローブ、冷却器を備えるディーン−スタークトラップ、及び機械的撹拌機を備えていた。フラスコに、170グラム(0.385モル)の2−[4,6−ビス−(2,4−ジメチルフェニル)−[1,3,5]トリアジン−2−イル]−5−(2−ヒドロキシエトキシ)フェノール(パートAで調製)、780グラムのトルエン、0.24グラムの4−メトキシフェノール(MEHQ)阻害剤、0.38グラムのフェノチアジン阻害剤、8.5グラムのp−トルエンスルホン酸、及び30.5グラム(0.42モル)のアクリル酸を仕込んだ。バッチを6時間中程度撹拌しながら還流加熱し(約115℃)、共沸水をディーン−スタークトラップに回収した。5時間後、5グラムの更なるアクリル酸を添加し、バッチを更に3時間加熱した。薄層クロマトグラフィーによる分析は、バッチが残存出発材料を有しないことを示した。
2−(4−ベンゾイル−3−ヒドロキシフェノキシ)エチルアクリレートエステル
5リットルの3つ口丸底フラスコは、温度プローブ、冷却器、及び機械的撹拌機を備えていた。フラスコに、500グラム(2.33モル)の2,4−ジヒドロキシベンゾフェノン、216グラム(2.45モル)のエチレンカーボネート、及び25グラム(0.12モル)テトラエチルアンモニウムブロミドを仕込んだ。バッチを140℃に加熱し、その温度で24時間維持した。バッチからCO2が発生するのが観察された。薄層クロマトグラフィーによる分析は、バッチが残存出発材料を有しなかったことを示した。
2リットルの3つ口丸底フラスコは、温度プローブ、冷却器を備えるディーン−スタークトラップ、及び機械的撹拌機を備えていた。フラスコに、200グラム(0.77モル)の2−ヒドロキシ−4−(2−ヒドロキシエチル)ベンゾフェノン(パートAで調製)、850グラムのトルエン、0.48グラムのMEHQ阻害剤、0.77グラムのフェノチアジン阻害剤、17グラムのp−トルエンスルホン酸、及び61.4グラム(0.85モル)のアクリル酸を仕込んだ。バッチを6時間中程度撹拌しながら還流加熱し(約115℃)、共沸水をディーン−スタークトラップに回収した。5時間後、5グラムの更なるアクリル酸を添加し、バッチを更に3時間加熱した。薄層クロマトグラフィーによる分析は、バッチが残存出発材料を有しなかったことを示した。
ヘプタフルオロブチルメタクリレート
以下のコポリマー実施例において、分子量は、ゲル透過クロマトグラフィー(GPC)を用いて直鎖ポリスチレンポリマー標準と比較することによって決定した。GPC測定は、Waters Alliance 2695システム(Waters Corporation(Milford,MA)から入手)にて、10,000、1000、500及び100オングストロームのポアサイズを有する、5マイクロメートルのスチレンジビニルベンゼンコポリマー粒子(「PLGEL」の商品名でPolymer Laboratories(Shropshire,UK)から入手)の4本の300ミリメートル(mm)×7.8ミリメートルのリニアカラムを使用して実施した。Waters Corporation製屈折率検出器(モデル410)を40℃にて使用した。酢酸エチル中コポリマーのサンプル50ミリグラム(mg)を、テトラヒドロフラン(BHT 250ppmにて阻害)10ミリリットル(mL)で希釈し、0.45マイクロメートル注射器フィルターを通して濾過した。体積100マイクロリットルの試料をカラムに注入したところ、カラム温度は40℃であった。流速1mL/分を使用し、移動相はテトラヒドロフランであった。分子量の較正は、3.8×105グラム/モル〜580グラム/モルの範囲のピーク平均分子量を有する狭分散性ポリスチレン標準を使用して実施した。較正及び分子量分布の計算は、分子量較正曲線に三次多項式フィッティングを使用した好適なGPCソフトウェアを使用して実施した。報告する各結果は、2回の注入の平均である。
以下のコポリマー実施例について、Q2000示差走査熱量計(TA Instruments(New Castle,DE)から入手)を用いて示差走査熱量測定法(DSC)によって、ガラス転移温度を測定した。±1℃/分の振幅変調及び3℃/分のランプ速度で変調DSCを用いて、ガラス転移温度を決定した。
10重量%の調製例3、70重量%のメチルメタクリレート、及び20重量%の調製例1のランダムコポリマー
5リットルのフラスコは、オーバーヘッドスターラー、熱電対、及び還流冷却器を備えていた。(還流冷却器の頂部におけるアダプターから)充填するための用いられる開口部を通して窒素を流しながら、50グラムの調製例3、350グラムのメチルメタクリレート(Alfa Aesar(Ward Hill,MA)から入手)、100グラムの調製例1、及び2500グラムの酢酸エチルを添加した。充填後、バッチから酸素を除くために、わずかに陽圧の窒素圧下でバッチを維持した。熱電対(J−Kem(St.Louis,MO)から入手)用のコントローラーの設定点を70℃に上げ、14グラムの2,2’−アゾビス(2−メチルブチロニトリル)(E.I.du Pont de Nemours and Company(Wilmington,DE)から商品名「VAZO67」として入手)を添加した。バッチを15分間観察した。設定点を74℃に上げ、タイマーを18時間に設定した。バッチを室温にした。バッチは、それに浮かんでいるオリーブ色の固体を有しており、グレード40の濾紙(Whatman(Kent,UK)から入手)を通して濾過して、透明な黄色溶液を得た。
80重量%の調製例3及び20重量%の調製例1のランダムコポリマー
2,2’−アゾビス(2−メチルブチロニトリル)の代わりに、400グラムの調製例3、100グラムの調製例1、及びミネラルスピリット/tert−ブチルペルオキシ−2−エチルヘキサノエートの50/50混合物(Atofina(Philadelphia,PA)から商品名「LUPEROX 26M50」として入手)14グラムを用いたことを除いて、コポリマー実施例1の方法を用いてコポリマー実施例2を調製した。ガラス転移温度を、上記方法を用いてDSCを用いて測定したところ、38℃であることが見出された。この手順を5回繰り返した。乾燥前の反応混合物の分子量を、上記方法を用いてゲル透過クロマトグラフィーによって決定した。各実行につき2つのサンプルを分析し、結果を以下の表2に示す。
80重量%の調製例3及び20重量%の調製例2のランダムコポリマー
100グラムの調製例1の代わりに100グラムの調製例2を用いたことを除いて、コポリマー実施例2の方法を用いてコポリマー実施例3を調製した。バッチは、反応の終わりに透明であったので、濾過は実施しなかった。上記方法に従ってDSCを用いて、62.1℃及び83℃の2つのガラス転移温度が観察された。反応混合物の分子量を、上記方法を用いてGPCによって決定した。コポリマー実施例1に記載の通り、5回の異なる実行について分析を行い、結果を以下の表3に示す。
10重量%の調製例3、70重量%のメチルメタクリレート、及び20重量%の2−{2−ヒドロキシ−5−[2−(メタクリロイルオキシ)エチル]フェニル}−2H−ベンゾトリアゾールのランダムコポリマー
100グラムの調製例1の代わりに、100グラムの2−{2−ヒドロキシ−5−[2−(メタクリロイルオキシ)エチル]フェニル}−2H−ベンゾトリアゾール(TCI America(Portand,OR)から入手)を用いたことを除いて、コポリマー実施例1の方法を用いてコポリマー実施例4を調製した。バッチは、反応の終わりに透明であったので、濾過は実施しなかった。上記試験方法を用いてDSCによって、ガラス転移温度は56.0℃であると測定された。上記GPC法を用いて、重量平均分子量は、20420ダルトン、数平均分子量は、11880ダルトン、及びZ平均分子量は、31080ダルトンであることが見出された。多分散性は、1.73であると計算された。GPC分析を1つのサンプルで実施した。
10重量%のC3F7O(C3F6O)5.9CFCF2C(O)NHCH2CH2OC(O)C(CH3)=CH2、70重量%のメチルメタクリレート、及び20重量%の調製例1のランダムコポリマー
調製例3、154グラムのメチルメタクリレート、44グラムの調製例1、1100グラムの酢酸エチル、及び6.1グラムの2,2’−アゾビス(2−メチルブチルニトリル)の代わりに、22グラムのC3F7O(C3F6O)5.9CFCF2C(O)NHCH2CH2OC(O)C(CH3)=CH2を用いたことを除いて、コポリマー実施例1の方法を用いてコポリマー実施例5を調製した。C3F7O(C3F6O)kCFCF2C(O)NHCH2CH2OC(O)CH=CH2は、2工程で調製した。まず、1313グラム/モルの平均分子量を有するC3F7O(C3F6O)5.9CFCF2C(O)NHCH2CH2OHを、米国特許第6,923,921号(Flynnら)に記載の通り調製した。メタクリレートは、米国特許第7,101,618号(Coggioら)の通り調製した。塩化アクリロイルの代わりに塩化メタクリロイルを用いたことを除いて、調製実施例1。バッチは、反応の終わりに透明であったので、濾過は実施しなかった。上記方法を用いてDSCを用いてガラス転移温度を測定したところ、87.2℃であることが見出された。上記GPC法を用いて、重量平均分子量は、19910ダルトン、数平均分子量は、12750ダルトン、及びZ平均分子量は、28700ダルトンであることが見出された。多分散性は、1.56であると計算された。GPC分析を1つのサンプルで実施した。
80重量%のメチルメタクリレート及び20%の調製例2のランダムコポリマー
調製例3を用いず、調製例1の代わりに、400グラムのメチルメタクリレート、及び100グラムの調製例2を用いたことを除いて、コポリマー実施例1の方法を用いてコポリマー実施例6を調製した。バッチは、反応の終わりに透明であったので、濾過は実施しなかった。上記方法を用いてDSCを用いてガラス転移温度を測定したところ、71.5℃であることが見出された。反応混合物の分子量を、上記方法を用いてGPCによって決定した。反応を3回実行させ、各実行から2又は3つのサンプルを分析した。結果を以下の表4に示す。
以下のフィルム実施例の曇り度及び透明度を、Haze−Gard Plus(BYK−Gardner USA(Columbia,MD))を用いて測定した。
ASTM G155の高照射量バージョンに従って、フィルムを風化デバイス内で曝露した。サイクル1をわずかに高い温度で実行した。キセノンアーク光源からの放射線は、太陽スペクトルの紫外線部分と正確に一致するように、適切にフィルターを通した。これら加速風化条件への任意の曝露前にサンプルを試験し、次いで、評価のために合計約373MJ/m2の紫外線線量間隔で除去した。実施例を曝露したこれら線量間隔の数を以下に指定した。
85/85評価では、4インチ(10cm)×6インチ(15cm)のサンプルを、85°F(29℃)及び相対湿度85%のチャンバ内に1000時間吊るした。次いで、サンプルをチャンバから取り出し、24時間周囲条件で維持し、次いで、曇り度、透明度、及び透過率について評価した。以下に指定する通り、この手順を最高3回繰り返した。
コポリマー実施例1〜5及びコポリマー6の混合物、並びに比較のために、2−(4,6−ジフェニル−1,3,5−トリアジン−2−イル−)−5−((ヘキシル)オキシフェノール及び2−[4−[(2−ヒドロキシ−3−(2’−エチル)ヘキシル)オキシ]−2−ヒドロキシフェニル]−4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン(BASF(Florham Park,NJ)からそれぞれ商品名「TINUVIN 1577」及び「TINUVIN 405」として入手)を、それぞれ、ミキサー(Brabender(Duisburg,Germany)から入手)内で最高85グラムの規模でPVDF(Inner Mongolia Wanhao Fluorochemical Inducstry Co.,Ltd.(China)から商品名「WANHAO 906」として入手)と配合した。活性UV吸収剤がバッチの2重量%を占めるように、オリゴマー及び比較UV吸収剤を添加した。オリゴマーを10重量%で添加して、バッチ内の活性UV吸収モノマー単位を2重量%にした。配合した混合物は、典型的に、7mil(厚さ0.18mm)のフィルムパッチにホットプレスした。
コポリマーとしてコポリマー実施例5を用いたことを除いて、フィルム実施例1〜4の方法を用いてフィルム実施例13を作製した。約3.5〜3.6mil(0.089〜0.091nm)の厚さを有するフィルムを作製した。表9は、初期及び1間隔の加速紫外光曝露後における、フィルム実施例13の2つのサンプルの透過率、曇り度、及び透明度のデータを示す。上記フィルム実施例1〜4に記載した方法を用いた。
Claims (9)
- コポリマーであって、
このコポリマーの総重量を基準として、5〜50重量%のトリアジンを含むペンダント紫外線吸収基を含む第1の二価ユニットと、
5〜95重量%の、下記式:
Rfは、任意に1個の−O−基により中断される、1〜6個の炭素原子を有するフルオロアルキル基を表すか、又はRfは、ポリフルオロポリエーテル基を表し、
R1は、水素又はメチルであり、
Qは、結合、−SO2−N(R)−、又は−C(O)−N(R)−(式中、Rは、1〜4個の炭素原子を有するアルキル又は水素である)であり、
mは、0〜11の整数である)によって表される第2の二価ユニットと、を含み、
前記コポリマーが、架橋されていない、コポリマー。 - 前記第1の二価ユニットが、下記式:
R1は、水素又はメチルであり、
Vは、O又はNHであり、
Xは、1〜10個の炭素原子を有し、任意に1個以上の−O−基により中断され、且つ任意にヒドロキシル基によって置換される、アルキレン又はアルキレンオキシ基であり、
Rは、1〜4個の炭素原子を有するアルキルであり、
nは、0又は1であり、
Zは、4,6−ビスフェニル[1,3,5]トリアジン−2−イル基(ここで、前記4,6−ビスフェニル[1,3,5]トリアジン−2−イル基は、任意に、1個以上のアルキル、アリール、アルコキシ、ヒドロキシル、若しくはハロゲン置換基、又はこれら置換基の組み合わせによって置換されてよい)である)によって表される、請求項1に記載のコポリマー。 - フルオロポリマーと、請求項1〜3のいずれか一項に記載のコポリマーと、を含む、組成物。
- ポリ(メチルメタクリレート)を更に含む、請求項4に記載の組成物。
- 前記第1の二価ユニットと、前記第2の二価ユニット又は前記第3の二価ユニットのうちの少なくとも一方と、を含む第2のコポリマーを更に含む、請求項4又は5に記載の組成物。
- 前記フルオロポリマーが、エチレン−テトラフルオロエチレンコポリマー、テトラフルオロエチレン−ヘキサフルオロプロピレンコポリマー、テトラフルオロエチレン−ヘキサフルオロプロピレン−フッ化ビニリデンコポリマー、又はポリフッ化ビニリデンからなる群から選択される、請求項4〜6のいずれか一項に記載の組成物。
- フィルムの形態である、請求項4〜7のいずれか一項に記載の組成物。
- 請求項4〜8のいずれか一項に記載の組成物を含む、光起電デバイス。
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-
2013
- 2013-12-20 CN CN201380066697.6A patent/CN104884486A/zh active Pending
- 2013-12-20 TW TW102147666A patent/TW201433580A/zh unknown
- 2013-12-20 EP EP13864927.2A patent/EP2935373A4/en not_active Withdrawn
- 2013-12-20 SG SG11201504914SA patent/SG11201504914SA/en unknown
- 2013-12-20 KR KR1020157019041A patent/KR20150096730A/ko not_active Application Discontinuation
- 2013-12-20 US US14/654,121 patent/US9670300B2/en active Active
- 2013-12-20 JP JP2015549766A patent/JP6074059B2/ja not_active Expired - Fee Related
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US20150353662A1 (en) | 2015-12-10 |
KR20150096730A (ko) | 2015-08-25 |
TW201433580A (zh) | 2014-09-01 |
SG11201504914SA (en) | 2015-07-30 |
WO2014100551A1 (en) | 2014-06-26 |
EP2935373A1 (en) | 2015-10-28 |
EP2935373A4 (en) | 2016-07-27 |
US9670300B2 (en) | 2017-06-06 |
CN104884486A (zh) | 2015-09-02 |
JP2016503099A (ja) | 2016-02-01 |
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