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    • 2. 发明公开
    • Production and purification of an N,N-diethylaminophenol
    • Herstellung und Reinigung eines N,N-二乙基氨基酚。
    • EP0287277A1
    • 1988-10-19
    • EP88303116.3
    • 1988-04-07
    • SUMITOMO CHEMICAL COMPANY, LIMITED
    • Maki, HiroshiSasaki, Shigeru
    • C07C215/76C07C213/00C07C213/10
    • C07C215/76
    • An aminophenol (preferably m-), a solvent and a catalyst (e.g. Pt, Pd, Ni) placed in a reactor and acetaldehyde is fed thereto under pressurised hydrogen at a temperature of up to 150°C to produce an N,N-diethylaminophenol, and the catalyst is removed.
      The reaction mixture is then distilled while the bottom temperature is kept at not above 160°C to sub­stantially remove unreacted acetaldehyde and solvent; the residual bottom fraction is further distilled at not above 200°C. The crude distillate is contacted under an inert gas and with stirring, with a solvent (e.g. water or an aliphatic hydrocarbon) substantially immiscible with the diethylaminophenol containing an acid sulfite or a dithionite in an amount of 0.1 to 10% of the product, batch­wise or continuously. The mixture is cooled to precipitate the product as crystals which are recovered.
      The N,N-diethylaminophenol is obtained in good yield as a pale yellowish white or pale red solid which does not discolor over a period of time.
    • 将放置在反应器和乙醛中的氨基苯酚(优选m-),溶剂和催化剂(例如Pt,Pd,Ni)在高达150℃的加压氢气下向其中进料,以产生N,N-二乙基氨基苯酚 ,除去催化剂。 然后将反应混合物蒸馏,同时将底部温度保持在不高于160℃,以基本除去未反应的乙醛和溶剂; 残留的塔底馏分在不高于200℃下进一步蒸馏。将粗馏出物在惰性气体和搅拌下与基本上与含有亚硫酸氢盐或连二亚硫酸盐的二乙基氨基苯酚不混溶的溶剂(例如水或脂族烃)接触 其量为产品的0.1至10%,间歇或连续。 将混合物冷却以沉淀作为晶体的产物,将其回收。 得到N,N-二乙基氨基苯酚,其产率为浅黄色白色或淡红色固体,其在一段时间内不变色。
    • 3. 发明公开
    • Polymeric fluorescent substance, polymeric fluorescent substance solution and polymer light-emitting device having low contents of poor solvents
    • 高分子荧光材料,这种聚合荧光物质的溶液中,发光器件,其中所述基于聚合物的材料用于
    • EP2302014A1
    • 2011-03-30
    • EP10010151.8
    • 2001-03-16
    • Sumitomo Chemical Company, Limited
    • Tsubata, YoshiakiUeda, MasatoSasaki, Shigeru
    • C09K11/06C08G61/02H05B33/14H05B33/28
    • H05B33/10C08G61/02C08G61/10C08G61/122C09K11/06H05B33/14Y10S428/917
    • The present invention provides a polymeric fluorescent substance which emits fluorescence in the solid state, has a polystyrene-reduced number-average molecular weight of 1 x 10 3 to 1 x 10 7 , and has at least one repeating unit of formula (1)

               -Ar 1 -(CR 1 =CR 2 ) k      (1),

      wherein Ar 1 is a divalent group forming carbon-carbon bonds with each of the adjacent two groups, the divalent group is an arylene group having 6 to 60 carbon atoms which participates in conjugation or a heterocyclic group having 4 to 60 carbon atoms which participates in conjugation, and the arylene group and heterocyclic group may further have one or more substituents; each of R 1 and R 2 independently represent a group selected from hydrogen atom, linear, branched or cyclic alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 60 carbon atoms, heterocyclic groups having 4 to 60 carbon atoms and cyano group, and the aryl group and heterocyclic group may further have one or more substituents; and the symbol k is 0 or 1;
      the content of poor solvent measured by the gas-chromatography method being not more than 10000 ppm by weight.
    • 本发明提供了在固体状态发出荧光的高分子荧光物质,具有1×10 3〜1×10 7的聚苯乙烯换算的数均分子量,并且具有式(1)€中的至少一种重复单元 ƒƒ€€€ƒƒƒ€€€ƒƒƒ€-Ar 1 - (CR 1 = CR 2)Kƒ€€€ƒƒƒ€€ƒ(1),worin Ar 1为二价基团形成的碳 碳上与每个相邻的两组键,二价基团是具有共轭或者具有共轭其参与4至60个碳原子的杂环基团其参与6至60个碳原子的亚芳基,以及亚芳基和杂环基 进一步可以具有一个或多个取代基; 每个R 1和R 2各自独立地表示选自氢原子,直链,支链或具有1至20个碳原子的环状烷基,具有6至60个碳原子的芳基,具有4至60个碳原子和氰基的杂环基团中的基团 和芳基和杂环基可具有另外的一个或多个取代基; 和符号k是0或1; 不良溶剂的含量由气相色谱法是不大于10,000重量ppm进行测量。
    • 4. 发明公开
    • Polymeric fluorescent substance, polymeric fluorescent substance solution and polymer light-emitting device using the same
    • 聚合物荧光材料,Lösungdiees聚合物荧光材料和发光材料聚合物材料聚合物材料eingesetzt wird
    • EP1134269A2
    • 2001-09-19
    • EP01302516.8
    • 2001-03-16
    • Sumitomo Chemical Company, Limited
    • Ohnishi, ToshihiroNoguchi, TakanobuTsubata, YoshiakiUeda, MasatoSasaki, Shigeru
    • C09K11/06C08G61/02
    • H05B33/10C08G61/02C08G61/10C08G61/122C09K11/06H05B33/14Y10S428/917
    • Provided is a polymeric fluorescent substance which emits fluorescence in the solid state, has a polystyrene-reduced number-average molecular weight of 1 × 10 3 to 1 × 10 7 , and has at least one repeating unit of formula (1):

              - Ar 1 -(CR 1 =CR 2 ) k -     (1),



      wherein Ar 1 is a divalent group forming carbon-carbon bonds with each of the adjacent two groups, the divalent group is an arylene group having 6 to 60 carbon atoms which participates in conjugation or a heterocyclic group having 4 to 60 carbon atoms which participates in conjugation, and the arylene group and heterocyclic group may further have one or more substituents; each of R 1 and R 2 independently represent a group selected from hydrogen atom, linear, branched or cyclic alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 60 carbon atoms, heterocyclic groups having 4 to 60 carbon atoms and cyano group, and the aryl group and heterocyclic group may further have one or more substituents; and the symbol k is 0 or 1;
      the water content measured by the Karl-Fischer method being not more than 1000 ppm by weight, and/or the content of poor solvent measured by the gas chromatography method being not more than 10000 ppm by weight.

      Also provided is an organic electroluminescence device comprising at least one light-emitting layer comprising a polymeric fluorescent substance, placed between an anode and a cathode at least one of which is transparent or semitransparent, wherein the light-emitting layer comprises substantially no particle-like foreign material having a diameter of more than 1 µm.
    • 本发明提供一种聚合物荧光物质,其以固态发射荧光,聚苯乙烯换算的数均分子量为1×10 3至1×10 7,并且具有至少一个式(1)的重复单元 ):-Ar1-(CR1 = CR2)k-其中Ar1是与相邻的两个基团形成碳 - 碳键的二价基团,二价基团是参与共轭的具有6至60个碳原子的亚芳基或 参与共轭的具有4〜60个碳原子的杂环基,亚芳基和杂环基可以进一步具有一个或多个取代基; R 1和R 2各自独立地表示选自氢原子,具有1至20个碳原子的直链,支链或环状烷基,具有6至60个碳原子的芳基,具有4至60个碳原子的杂环基和氰基的基团,以及 芳基和杂环基可以进一步具有一个或多个取代基; 符号k为0或1; 通过卡尔费休法测定的含水量不超过1000重量ppm,和/或通过气相色谱法测定的不良溶剂的含量不超过10000重量ppm。 还提供了一种有机电致发光器件,其包括至少一个包含聚合物荧光物质的发光层,放置在阳极和阴极之间,其中至少一个是透明或半透明的,其中发光层基本上不包含颗粒状 直径大于1微米的异物。
    • 8. 发明公开
    • Polymeric fluorescent substance, polymeric fluorescent substance solution and polymer light-emitting device using the same
    • 聚合物荧光物质,聚合物荧光物质溶液和使用其的聚合物发光装置
    • EP1134269A3
    • 2001-11-14
    • EP01302516.8
    • 2001-03-16
    • Sumitomo Chemical Company, Limited
    • Ohnishi, ToshihiroNoguchi, TakanobuTsubata, YoshiakiUeda, MasatoSasaki, Shigeru
    • C09K11/06C08G61/02H05B33/14H05B33/28
    • H05B33/10C08G61/02C08G61/10C08G61/122C09K11/06H05B33/14Y10S428/917
    • Provided is a polymeric fluorescent substance which emits fluorescence in the solid state, has a polystyrene-reduced number-average molecular weight of 1 × 10 3 to 1 × 10 7 , and has at least one repeating unit of formula (1):- Ar 1 -(CR 1 =CR 2 ) k - wherein Ar1 is a divalent group forming carbon-carbon bonds with each of the adjacent two groups, the divalent group is an arylene group having 6 to 60 carbon atoms which participates in conjugation or a heterocyclic group having 4 to 60 carbon atoms which participates in conjugation, and the arylene group and heterocyclic group may further have one or more substituents; each of R1 and R2 independently represent a group selected from hydrogen atom, linear, branched or cyclic alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 60 carbon atoms, heterocyclic groups having 4 to 60 carbon atoms and cyano group, and the aryl group and heterocyclic group may further have one or more substituents; and the symbol k is 0 or 1; the water content measured by the Karl-Fischer method being not more than 1000 ppm by weight, and/or the content of poor solvent measured by the gas chromatography method being not more than 10000 ppm by weight. Also provided is an organic electroluminescence device comprising at least one light-emitting layer comprising a polymeric fluorescent substance, placed between an anode and a cathode at least one of which is transparent or semitransparent, wherein the light-emitting layer comprises substantially no particle-like foreign material having a diameter of more than 1 µm.
    • 本发明提供发射固态荧光的聚合物荧光物质,其聚苯乙烯换算的数均分子量为1×10 3至1×10 7,并具有至少一个式(1)的重复单元:-Ar 1 - ( CR 1 = CR 2)k - 其中Ar 1是与相邻的两个基团中的每一个形成碳 - 碳键的二价基团,二价基团是参与共轭的具有6至60个碳原子的亚芳基或具有4至60 参与结合的碳原子,并且亚芳基和杂环基可以进一步具有一个或多个取代基; R 1和R 2各自独立地表示选自氢原子,具有1至20个碳原子的直链,支链或环状烷基,具有6至60个碳原子的芳基,具有4至60个碳原子的杂环基和氰基的基团,以及 芳基和杂环基可以进一步具有一个或多个取代基; 符号k是0或1; 通过卡尔 - 费歇尔法测定的含水量为1000重量ppm以下,和/或气相色谱法测定的不良溶剂的含量为10000重量ppm以下。 还提供了一种有机电致发光装置,其包括至少一个包含聚合物荧光物质的发光层,所述发光层置于阳极和阴极之间,所述阳极和阴极中的至少一个是透明或半透明的,其中所述发光层基本上不包含颗粒状 直径大于1μm的异物。