邻苯二甲酸丁基环己酯 | 84-64-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 邻苯二甲酸丁基环己酯
• 英文名称: 1,2,-benzenedicarboxylic acid butyl cyclohexyl ester
• 英文别名: butyl cyclohexyl phthalate；1-O-butyl 2-O-cyclohexyl benzene-1,2-dicarboxylate
• CAS: 84-64-0
• 化学式: C₁₈H₂₄O₄
• 分子量: 304.386
• InChiKey: BHKLONWXRPJNAE-UHFFFAOYSA-N

物化性质

• 熔点：
  25°C
• 沸点：
  405.2°C (rough estimate)
• 密度：
  1.1027 (rough estimate)
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）
• 物理描述：
  Butyl cyclohexyl phthalate is a clear brown slightly viscous liquid with a very mild odor. (NTP, 1992)
• 颜色/状态：
  Colorless liquid
• 气味：
  Very mild odor
• 闪点：
  greater than 200 °F (NTP, 1992)
• 蒸汽压力：
  4.77X10-6 mm Hg at 25 °C (est)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

代谢

邻苯二甲酸酯首先被水解为其单酯衍生物。一旦形成，单酯衍生物可以在体内进一步水解为邻苯二甲酸或与葡萄糖醛酸结合，这两种物质随后都可以被排出体外。单酯中的末端或倒数第二个碳原子也可以被氧化成醇，该醇可以原样排出，或者首先被氧化成醛、酮或羧酸。单酯和氧化代谢物通过尿液和粪便排出体外。（A2884）

Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (A2884)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

邻苯二甲酸酯类是内分泌干扰物。它们会降低胎儿睾丸的睾酮生产，并通过降低mRNA表达来减少类固醇生成基因的表达。一些邻苯二甲酸酯还被证明可以减少胰岛素样肽3（insl3）的表达，这是一种由莱迪希细胞分泌的重要激素，对胎儿发育中的阴囊韧带至关重要。动物研究显示，这些效应会干扰生殖发育，并可能导致受影响的幼崽出现多种畸形。(A2883)

Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (A2883)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

邻苯二甲酸酯类是内分泌干扰物。动物研究显示它们会干扰生殖发育，并可能导致受影响幼崽出现多种畸形，例如会阴距缩短（AGD）、隐睾、尿道下裂和生育能力下降。与邻苯二甲酸酯相关的影响组合被称为“邻苯二甲酸酯综合症”。(A2883)

Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (A2883)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服（L1903）；吸入（L1903）；皮肤给药（L1903）

Oral (L1903) ; inhalation (L1903) ; dermal (L1903)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

邻苯二甲酸酯类是内分泌干扰物，能够引起一系列被称为“邻苯二甲酸酯综合症”的发育畸形。

Phthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为产物：
  描述：

  1-碘丁烷 、 alkaline earth salt of/the/ methylsulfuric acid 生成 邻苯二甲酸丁基环己酯
  参考文献：
  名称：

  邻苯二甲酸酯的蒸气压

  摘要：

  DOI：

  10.1021/ie50515a063

文献信息

• Dicarboxylic diester, process for producing the same, and refrigerating machine lubricating oil comprising the ester
  申请人：Kawahara Yasuyuki

  公开号：US20050038283A1

  公开（公告）日：2005-02-17

  A diester represented by the formula wherein A represents a cyclohexane ring, cyclohexene ring or benzene ring, X is H or methyl group, R X and R Y are the same or different and each is C3-C18 branched-chain alkyl group, C1-C18 straight-chain alkyl group, C2-C18 straight-chain alkenyl or C3-C18 cycloalkyl, provided that when A is a benzene ring, R X and R Y are different from each other and —COOR X and —COOR Y are attached to two adjacent carbon atoms of the benzene ring, and having the following properties: 1) a total acid number of 0.05 mgKOH/g or less, 2) a sulfated ash content of 10 ppm or less, 3) a sulfur content of 20 ppm or less, 4) a phosphorus content of 20 ppm or less, 5) a peroxide value of 1.0 meq/kg or less, 6) a carbonyl value of 10 or less; 7) a volume resistivity of 1×10 11 Ω·cm or more, 8) a hydroxyl value of 3 mgKOH/g or less, and 9) a water content of 100 ppm or less, a process for preparing the same and a refrigerator lubricating oil comprising the diester.

  由以下公式表示的二酯，其中A代表环己烷环、环己烯环或苯环，X为H或甲基基团，RX和RY相同或不同，且每个均为C3-C18支链烷基基团、C1-C18直链烷基基团、C2-C18直链烯基或C3-C18环烷基，前提是当A为苯环时，RX和RY彼此不同，且—COORX和—COORY连接到苯环的两个相邻碳原子，并具有以下特性：1）总酸值为0.05 mgKOH/g或更低，2）硫酸盐灰分含量为10 ppm或更低，3）硫含量为20 ppm或更低，4）磷含量为20 ppm或更低，5）过氧化值为1.0 meq/kg或更低，6）羰基值为10或更低；7）体积电阻率为1×1011Ω·cm或更高，8）羟值为3 mgKOH/g或更低，9）水含量为100 ppm或更低，制备该二酯的方法以及包含该二酯的制冷剂润滑油。
• Modified silane compounds
  申请人：——

  公开号：US20040087803A1

  公开（公告）日：2004-05-06

  This invention relates to the reversible protection of hydroxy-silane functional groups by acid cleavable protecting groups. The development of reversible protecting groups greatly enhances the current utility of silanes while introducing further novel applications. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and/or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealents, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing agents, tires, and release coatings. The incorporation of reversibly protected silanes into coating resins is of particular value. The reversibly protected silane can be incorporated into the coating resin by polymerizing a monomer containing the reversibly protected silane into the resin or by post-addition into the coating formulation. The reversibly protected silane remains protected under basic conditions, such as in a coating formulation that contains a volatile base, for instance ammonium hydroxide. However, deprotection occurs under mildly acidic conditions. Thus, as a coating formulation containing a volatile base dries the volatile base evaporates and deprotection occurs. This allows for controlled room temperature crosslinking to occur with hydroxy-functionalized polymers. The present invention more specifically discloses a modified silane compound consisting of a silane having 3 or 4 acetal moieties bonded thereto.

  本发明涉及通过酸可解保护基对羟基硅烷官能团进行可逆保护。可逆保护基的开发极大地增强了硅烷的当前实用性，同时引入了进一步的新应用。例如，可逆保护的硅烷在需要室温固化和/或粘附的应用中具有特殊价值，如涂料、高分辨率成像、密封胶、粘合剂、密封剂、垫片和硅烷。可逆保护的硅烷也可以有益地用于交联剂、浸渍剂、轮胎和脱模涂层。将可逆保护的硅烷纳入涂层树脂中具有特殊价值。可逆保护的硅烷可以通过将含有可逆保护的硅烷的单体聚合到树脂中或通过后加入涂料配方中来纳入涂层树脂中。在碱性条件下（例如含有挥发性碱的涂料配方中），可逆保护的硅烷保持受保护状态。然而，在温和酸性条件下脱保护。因此，当含有挥发性碱的涂料配方干燥时，挥发性碱蒸发并发生脱保护。这允许与羟基化聚合物发生可控的室温交联。本发明更具体地揭示了一种改性硅烷化合物，其由具有3或4个缩醛基团的硅烷组成。
• Pigment dispersions containing copolymer pigment dispersants and methods of grinding pigment dispersions
  申请人：HÜLS AMERICA INC. (a Delaware corporation)

  公开号：EP0033213A2

  公开（公告）日：1981-08-05

  Low-molecular weight addition copolymers of (1) (meth) acrylic acid esters of alcohols such as methanol and butanol with (2) (meth) acrylic acid esters of alcohols such as N-(β-hydroxyethyl)oxazolidine, optionally including (3) α,β-ethylenically-unsaturated monomers such as (meth)acrylic acid, (where in each instance "(meth)acrylic" means acrylic or methacrylic or both) are used as dispersants for inorganic and organic pigments and colourants which are insoluble in organic solvents, for lacquers. These pigment dispersants are compatible with practically all types of lacquer resins, such as vinyls, nitrocellulose and alkyds, and also with many other types of lacquer film-forming materials. Usually, when small amounts of unsaturated carboxylic acids, or other polar monomers and combinations thereof, are incorporated in the polymers, they become improved pigment dispersants. Such pigment dispersions, unexpectedly, can be let down with many types of synthetic resins and used by air-drying or baking the coated articles. Lacquers for metals, paints and printing inks are examples of uses for such blends.

  (1)甲醇和丁醇等醇的(甲基)丙烯酸酯与(2)N-(β-羟乙基)恶唑烷等醇的(甲基)丙烯酸酯的低分子量加成共聚物，可选择包括(3)α、β-乙烯基不饱和单体，如(甲基)丙烯酸（这里的"(甲基)丙烯酸 "是指丙烯酸或甲基丙烯酸或两者），可用作不溶于有机溶剂的无机和有机颜料和着色剂的分散剂，如漆。这些颜料分散剂几乎与所有类型的漆树脂兼容，如乙烯基、硝化纤维和醇酸树脂，也与许多其他类型的漆成膜材料兼容。通常情况下，当聚合物中加入少量不饱和羧酸或其他极性单体及其组合时，它们就会成为经过改良的颜料分散剂。出乎意料的是，这种颜料分散剂可以与多种类型的合成树脂混合，并通过风干或烘烤涂覆物品来使用。金属漆、油漆和印刷油墨就是此类混合物的应用实例。
• Method for enhancing ionizing radiation resistance of polymer compositions
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0152012A2

  公开（公告）日：1985-08-21

  The normal tendency of aromatic polycarbonate homopolymers and copolymers, alone or in blends with second resins, to undergo yellowing when exposed to ionizing radiation, as in certain sterilizing procedures, is diminished or eliminated by the inclusion of compounds having the effect of increasing the radiation resistance of the polymers. These compounds are, in general, characterized by a strong oxidizing action and/or reaction at high reaction rate with active species such as H radicals, OH radicals and/or hydrated electrons formed by ionizing radiation.

  芳香族聚碳酸酯均聚物和共聚物单独使用或与第二种树脂混合使用时，在暴露于电离辐射（如在某些消毒程序中）时，通常会出现变黄的趋势，而加入具有提高聚合物抗辐射性效果的化合物后，这种趋势会减弱或消失。这些化合物一般具有强氧化作用和/或与电离辐射形成的 H 自由基、OH 自由基和/或水合电子等活性物质发生高反应速度的反应。
• Polyvinyl chloride blends having improved physical properties
  申请人：The Geon Company

  公开号：EP0358181A2

  公开（公告）日：1990-03-14

  Polyvinyl chloride-acrylate copolymers are plasticized with plasticizers to produce a composition having low hardness values. For example, Shore A values of 55 or less can be readily achieved. Such low values are often achieved by utilizing low amounts, for example less than 100 parts by weight, of the plasticizer for every 100 parts by weight of the PVC-acrylate copolymer. Low Shore A hardness values are also aided by the use of high amounts of acrylate units in the copolymer, that is amounts of at least 45 percent by weight based upon the total weight of the copolymer. The copolymer is made from a vinyl constituent which is a vinyl chloride monomer with an optional vinyl component comonomer and one or more acrylate monomers.

  聚氯乙烯-丙烯酸酯共聚物经增塑剂塑化后可制成硬度值较低的组合物。例如，邵氏硬度值为 55 或更低。要达到如此低的硬度值，通常需要使用较少的增塑剂，例如每 100 重量份的聚氯乙烯-丙烯酸酯共聚物只需使用少于 100 重量份的增塑剂。在共聚物中使用大量的丙烯酸酯单元（即按共聚物总重量计算，至少占 45%（重量）），也有助于获得较低的肖氏硬度值。共聚物由乙烯基成分（即氯乙烯单体）、可选的乙烯基成分共聚单体和一种或多种丙烯酸酯单体制成。

表征谱图