苝-3,4,9,10-四羧酸 | 81-32-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 苝-3,4,9,10-四羧酸
• 中文别名: 3,4,9,10-芘四羧酸
• 英文名称: perylene-3,4,9,10-tetracarboxylic acid
• 英文别名: 3,4,9,10-perylenetetracarboxylic acid；PTCA；Perylene tetracarboxylic acid
• CAS: 81-32-3
• 化学式: C₂₄H₁₂O₈
• 分子量: 428.354
• InChiKey: FVDOBFPYBSDRKH-UHFFFAOYSA-N

物化性质

• 沸点：
  912.4±60.0 °C(Predicted)
• 密度：
  1.739±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 储存条件：
  室温

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3,4,9,10-苝四羧酸二酐	3,4,9,10-Perylenetetracarboxylic dianhydride	128-69-8	C24H8O6	392.324
  ——	1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid	107905-43-1	C24H10Br2O8	586.147
  ——	1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid	118153-98-3	C24H8Cl4O8	566.135

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	tetrabenzyl perylene-3,4,9,10-tetracarboxylate	698998-98-0	C52H36O8	788.853
  3,4,9,10-苝四羧酸二酐	3,4,9,10-Perylenetetracarboxylic dianhydride	128-69-8	C24H8O6	392.324
  ——	perylenetetradecyl ester	288587-52-0	C64H92O8	989.43
  ——	3-perylenecarboxylic acid	7350-88-1	C21H12O2	296.325

反应信息

• 作为反应物：
  描述：

  苝-3,4,9,10-四羧酸 在 盐酸 、 4-二甲氨基吡啶 、 18-冠醚-6 、 二异丁基氢化铝 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 26.0h， 生成 3,4,9,10-tetra(chloromethyl)perylene
  参考文献：
  名称：

  1,3,8,10-Tetrahydro-2,9-diazadibenzo[cd,lm]perylenes: synthesis of reduced perylene bisimide analogues

  摘要：

  A unique family of 1,3,8,10-tetrahydro-2,9-diazadibenzo[cd,lm]perylenes (THDAP) was prepared through a new synthetic strategy. Completion of the synthesis was achieved in several steps from commercially available perylene-3,4,9,10-tetracarboxylic dianhydride via reactions between 3,4,9, 10-tetra(chloromethyl)perylene and primary amines. The successful use of a variety of primary amines in the reauions indicated that the synthetic approach provides a rich opportunity to produce new functionalized perylene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.100
• 作为产物：
  描述：

  3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione 在 sodium dichromate 、 硫酸 作用下， 生成 苝-3,4,9,10-四羧酸
  参考文献：
  名称：

  Pongratz, Monatshefte fur Chemie, 1928, vol. 50, p. 92

  摘要：

  DOI：

文献信息

• Use of Rylene Derivatives as Photosensitizers in Solar Cells
  申请人：Pschirer Neil Gregory

  公开号：US20080269482A1

  公开（公告）日：2008-10-30

  Use of rylene derivatives I with the following definition of the variables: X together both —COOM; Y a radical -L-NR 1 R 2 (y1) -L-Z-R 3 (y2) the other radical hydrogen; together both hydrogen; R is optionally substituted (het)aryloxy, (het)arylthio; P is —NR 1 R 2 ; B is alkylene; optionally substituted phenylene; combinations thereof; A is —COOM; —SO 3 M; —PO 3 M 2 ; D is optionally substituted phenylene, naphthylene, pyridylene; M is hydrogen; alkali metal cation; [NR 5 ] 4 + ; L is a chemical bond; optionally indirectly bonded, optionally substituted (het)arylene radical; R 1 , R 2 are optionally substituted (cyclo)alkyl, (het)aryl; together optionally substituted ring comprising the nitrogen atom; Z is —O—; —S—; R 3 is optionally substituted alkyl, (het)aryl; R′ is hydrogen; optionally substituted (cyclo)alkyl, (het)aryl; R 5 is hydrogen; optionally substituted alkyl (het)aryl; m is 0, 1, 2; n, p m=0: 0, 2, 4 where: n+p=2, 4, if appropriate 0; m=1: 0, 2, 4 where: n+p=0, 2, 4; m=2: 0, 4, 6 where: n+p=0, 4, 6, or of mixtures thereof as photosensitizers in solar cells.

  使用以下变量定义的莱伦衍生物I的用途： X一起 两者都是-COOM; Y是一个基团 -L-NR 1 R 2 (y1) -L-Z-R 3 (y2) 另一个基团是氢; 一起 两者都是氢; R可选择地被取代为(het)芳氧基，(het)芳基硫基; P是-NR 1 R 2 ; B是烷基; 可选择地被取代的苯基; 它们的组合; A是-COOM; -SO 3 M; -PO 3 M 2 ; D可选择地被取代为苯基，萘基，吡啶基; M是氢; 碱金属阳离子; [NR 5 ] 4 + ; L是化学键; 可选择地间接键合，可选择地被取代的(het)芳基基团; R 1 ，R 2 可选择地被取代的(环)烷基，(het)芳基; 一起可选择地被取代的环，其中包括氮原子; Z是-O-; -S-; R 3 可选择地被取代的烷基，(het)芳基; R′是氢; 可选择地被取代的(环)烷基，(het)芳基; R 5 是氢; 可选择地被取代的烷基(het)芳基; m为0, 1, 2; n, p, m=0: 0, 2, 4其中：n+p=2, 4，如果适用为0; m=1: 0, 2, 4其中：n+p=0, 2, 4; m=2: 0, 4, 6其中：n+p=0, 4, 6， 或者作为太阳能电池中的光敏剂的混合物。
• [EN] LIGHT HARVESTING ARRAY<br/>[FR] RÉSEAU COLLECTEUR DE LUMIÈRE
  申请人：FLUROSOL IND PTY LTD

  公开号：WO2015024064A1

  公开（公告）日：2015-02-26

  The invention relates to a light harvesting array or dye comprising an acceptor linked to a donor, wherein at least one of the acceptor or the donor is an oligomeric unit comprising a first optionally substituted rylene linked via a linker group to a second optionally substituted rylene, the first optionally substituted rylene is linked to the acceptor or the donor and the second optionally substituted rylene is capable of energy transfer to at least one of the first optionally substituted rylene, the acceptor or the donor. The invention also relates to compounds which may be used as light harvesting arrays, methods for their manufacture, and devices and materials comprising the light harvesting array or dye, for example, chromophoric materials, light guides, photobioreactors, photoluminescent algae systems, photodetectors, photovoltaic devices and luminescent/fluorescent solar concentrators.

  该发明涉及一种光收集阵列或染料，包括一个与给体相连的受体，其中受体或给体中至少有一个是包含第一可选择取代的芳香烃单元通过连接基团连接到第二可选择取代的芳香烃的寡聚单元，第一可选择取代的芳香烃与受体或给体相连，第二可选择取代的芳香烃能够将能量传递至第一可选择取代的芳香烃、受体或给体中的至少一个。该发明还涉及可用作光收集阵列的化合物，其制造方法，以及包括光收集阵列或染料的设备和材料，例如，色素材料、光导管、光生物反应器、光致发光藻类系统、光探测器、光伏器件和发光/荧光太阳能聚光器。
• Insulator Base Pairs for Lighting-up Perylenediimide in a DNA Duplex
  作者：Hiromu Kashida、Koji Sekiguchi、Hiroyuki Asanuma

  DOI：10.1002/chem.201001638

  日期：——

  Quenched: Perylenediimide (PDI) is highly quenched by nucleobases, which greatly restricts its application as a fluorescent probe. Here, we propose “insulator base pairs” tethering cyclohexane ring through D‐threoninol. When “insulator base pairs” were inserted between PDI and nucleobases, the quantum yield of PDI drastically increased several thousand‐fold. The “insulator base pairs” reported here

  淬灭：ylene二酰亚胺（PDI）被核碱基高度淬灭，极大地限制了其作为荧光探针的应用。在这里，我们提出了通过D-苏氨酸将环己烷环束缚的“绝缘子碱基对” 。当在PDI和核碱基之间插入“绝缘子碱基对”时，PDI的量子产率急剧增加了数千倍。本文报道的“绝缘子碱基对”也有可能增加其他荧光团的量子产率。
• [EN] COMPOSITION<br/>[FR] COMPOSITION
  申请人：UNIV BIRMINGHAM

  公开号：WO2016193748A1

  公开（公告）日：2016-12-08

  Provided is a composition which comprises two immiscible compounds and a compatibiliser, which stabilises the interface between two or more immiscible compounds. The compatibiliser improves the morphology of blends comprising the first and second compounds. The composition may be useful in the context of functional blends for optoelectronic applications, such as solar cells, organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Also provided is a process for the preparation of the composition and compounds for use therein.

  提供的是一种包含两种不相容化合物和一种相容剂的组合物，该相容剂稳定了两种或更多不相容化合物之间的界面。相容剂改善了包含第一和第二化合物的混合物的形态。该组合物可能在功能性混合物的背景下有用，例如太阳能电池、有机发光二极管（OLED）和有机光伏（OPV）等光电应用。还提供了一种用于制备该组合物和其中使用的化合物的方法。
• Benzimidazole, Benzoxazole and Benzothiazole Derivatives, Optical Film Comprising them and Method of Producing thereof
  申请人：Nokel Alexey

  公开号：US20100279122A1

  公开（公告）日：2010-11-04

  The present invention is relates to the synthesis of predominantly planar heterocyclic organic compound and the manufacture of optical films based on these compounds. Said organic compound has the general structural formula where Het is a predominantly planar heterocyclic molecular system possessing hydrophilic properties; B is a binding group; p is the number in the range from 3 to 8; S is a group providing solubility of the organic compound; m is a number in the range from 0 to 8. Said organic compound is transparent for electromagnetic radiation in the visible spectral range from 400 to 700 nm, and a solution of the compound or a salt thereof is capable of forming a substantially transparent optical layer on a substrate, with the heterocyclic molecular planes oriented predominantly parallel to the substrate surface.

  本发明涉及主要呈平面状的杂环有机化合物的合成以及基于这些化合物的光学薄膜的制造。所述有机化合物具有通用结构公式，其中Het是一个主要呈平面状的具有亲水性质的杂环分子体系；B是一个结合基团；p是一个3到8之间的数；S是一个提供有机化合物溶解度的基团；m是一个0到8之间的数。所述有机化合物对可见光谱范围内400到700纳米的电磁辐射是透明的，并且该化合物或其盐的溶液能够在基底上形成基本透明的光学层，其中杂环分子平面主要平行于基底表面。