烯丙基二甘醇二碳酸酯 | 142-22-3

• 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 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: 烯丙基二甘醇二碳酸酯
• 中文别名: 二甘氧醯二烯丙酯；CR-39树脂眼镜片；2,5,8,10-四氧杂十三烷-9-氧代-12-烯酸-2-丙烯酯
• 英文名称: 2,5,8-Trioxanonanedioic acid di-2-propenyl ester
• 英文别名: 2,5,8-trioxa-nonanedioic acid diallyl ester；2,5,8-Trioxa-nonandisaeure-diallylester；Bis-(2-allyloxycarbonyloxy-aethyl)-aether；O,O'-Bis-allyloxycarbonyl-diaethylenglylkol；diallyl 2,2'-oxydiethyl dicarbonate；diethyleneglycol-bisallyl-carbonate；Diaethylenglykol-bis-allylcarbonat；2-(2-prop-2-enoxycarbonyloxyethoxy)ethyl prop-2-enyl carbonate
• CAS: 142-22-3
• 化学式: C₁₂H₁₈O₇
• 分子量: 274.271
• InChiKey: JHQVCQDWGSXTFE-UHFFFAOYSA-N

物化性质

• 熔点：
  −4 °C(lit.)
• 沸点：
  161 °C2 mm Hg(lit.)
• 密度：
  1.15 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• LogP：
  1.543 at 20℃
• 物理描述：
  Liquid
• 颜色/状态：
  Liquid
• 分解：
  When heated to decomposition it emits acrid smoke and irritating fumes.
• 粘度：
  9 cS @ 20 °C
• 折光率：
  Index of refraction (sodium D-light, 20 °C.): 1.45

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

ADMET

毒理性

• 副作用

皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 毒性数据

LC50 (rat) = 1,205 mg/m3 大鼠半数致死浓度（LC50）= 1,205毫克/立方米

LC50 (rat) = 1,205 mg/m3

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道。如有必要，进行吸痰。观察呼吸不足的迹象，如有必要，协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，并在必要时进行治疗……监测休克，并在必要时进行治疗……对于眼睛污染，立即用水冲洗眼睛。在转运过程中，用生理盐水连续冲洗每只眼睛……不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的呕吐反射并不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释。给予活性炭……/酯类及相关化合物/

/SRP:/ Basic Treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Esters and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于无意识的病人，考虑进行口咽或鼻咽气管插管以控制气道。使用带有球阀面罩装置的正压通气技术可能有益。监测心率和必要时治疗心律失常。开始静脉输注D5W /SRP: "保持开放"，最小流量/。如果出现低血容量的迹象，使用乳酸钠林格氏液。注意液体过载的迹象。对于伴有低血容量迹象的低血压，谨慎输注液体。如果病人在正常血容量时出现低血压，考虑使用血管加压药。注意液体过载的迹象...。考虑使用药物治疗肺水肿...。使用丙帕卡因盐酸协助眼部冲洗...。/酯类和相关化合物/

/SRP:/ Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Consider drug therapy for pulmonary edema ... . Use propaparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

这个案例描述了一位19岁的女性，她的工作是向镜片模具中注入碳酸二烯丙基醇液体单体（用于制造高质量的眼镜片），她因此患上了接触性皮炎。在工作过程中，单体偶尔会溢出，可能会接触到工人的手和手臂。在工作了两周后，患者的手背、前臂、膝盖和大腿出现了水泡和水肿，需要住院治疗。尽管已知单体具有刺激性，但工人们在佩戴手套和防护服时仍感到困难。在十名志愿者身上进行的斑贴试验，使用1%的碳酸二烯丙基醇溶液，证实了产品的刺激性，表现为轻度的水肿，没有水泡反应。在对患者进行的斑贴测试以排除过敏性接触性皮炎的可能性时，发现她对碳酸二烯丙基醇极为敏感，即使在浓度低至0.001%时也能记录到阳性反应。作者得出结论，尽管该产品也是一种皮肤刺激物，但患者对碳酸二烯丙基醇产生了过敏性接触性皮炎。

The case was described of a 19 year old woman employed to inject diallylgycol carbonate liquid monomer (used to manufacture high quality prescription lenses) into lens molds who developed contact dermatitis. During work, there were occasional spills of the monomer which could come in contact with the hands and arms of the worker. After 2 weeks of employment, the patient developed blisters and edema of the back of her hands, forearms, knees and thighs that required hospitalization and treatment. Although the irritant nature of the monomer was known, the workers had difficulties working with gloves and protective clothing. Patch tests carried out in ten volunteers with a 1 percent solution of diallylgycol carbonate confirmed the irritant nature of the product, in the form of a minimal or mild edema, with no vesicular reactions. Patch testing carried out in the patient to rule out the possibility of an allergic contact dermatitis revealed that she was highly sensitive to diallylgycol carbonate, a positive reaction being recorded at a concentration as low as 0.001 percent. The authors conclude that the patient developed an allergic contact dermatitis to diallylgycol carbonate, although the product is also a skin irritant.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R22
• WGK Germany：
  2
• 危险品运输编号：
  UN 3237 4.1
• RTECS号：
  FG2080000
• 海关编码：
  2920909090

制备方法与用途

烯丙基二甘醇二碳酸酯是应用最广泛的生产普通型树脂镜片的材料，主要用于制作眼镜片。该物质属于有毒物品，具有高毒性。急性毒性方面，腹腔内给小鼠注射270毫克/公斤剂量可致死半数。皮肤接触2%溶液48小时会引起中度刺激。

此外，烯丙基二甘醇二碳酸酯易燃，在接近火源、热源或氧化剂时容易燃烧，并会释放出刺激性烟雾。储存和运输特性要求在通风良好、低温干燥的库房内存放，并与食品原料分开存储。

灭火方法包括使用干粉、泡沫、砂土、二氧化碳以及雾状水。

反应信息

• 作为反应物：
  描述：

  甲基二氯硅烷 、 烯丙基二甘醇二碳酸酯 生成 2-[2-[3-[Dichloro(methyl)silyl]propoxycarbonyloxy]ethoxy]ethyl 3-[dichloro(methyl)silyl]propyl carbonate
  参考文献：
  名称：

  MIURA, KAORU;TANAKA, TAKASI

  摘要：

  DOI：
• 作为产物：
  描述：

  过氧化二碳酸二异丙酯 生成 烯丙基二甘醇二碳酸酯
  参考文献：
  名称：

  Sortieren von Kunststoffen durch thermisch beeinflusste Hafteigenschaften

  摘要：

  DOI：

  10.1002/1522-2640(200011)72:11<1382::aid-cite1382>3.0.co;2-y

文献信息

• [EN] PHOTOCHROMIC COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ET COMPOSITIONS PHOTOCHROMES
  申请人：TRANSITIONS OPTICAL INC

  公开号：WO2012082999A1

  公开（公告）日：2012-06-21

  Described herein are compounds (III) comprising an indeno[2',3', 3, 4] naptho [1,2-b] pyran structure. Such compounds may be useful for their photochromic properties, and be use in certain photochromic compositions. Such compositions may further comprise other photochromic compositions and/or materials. Additionally, such compounds and/or compositions may be suitable for preparing certain photochromic articles.

  本文描述了包含吲哚并[2'，3'，3，4]萘[1,2-b]吡喃结构的化合物（III）。这些化合物可能因其光致变色性能而有用，并可用于某些光致变色组合物中。这些组合物可能进一步包括其他光致变色组合物和/或材料。此外，这些化合物和/或组合物可能适用于制备某些光致变色物品。
• PHOTOCHROMIC MATERIALS THAT INCLUDE 6-AMINO SUBSTITUTED INDENO-FUSED NAPHTHOPYRANS
  申请人：Chopra Anu

  公开号：US20120053341A1

  公开（公告）日：2012-03-01

  The present invention relates to photochromic materials that include certain indeno-fused naphthopyrans. The indeno-fused naphthopyrans have an amino group (e.g., a piperidino or morpholino group) bonded to the 6-position and an optional halo group (e.g., fluoro) bonded to the 11-position thereof. The photochromic materials of the present invention may have a closed-form electromagnetic radiation absorption spectrum that is shifted to longer wavelengths (e.g., wavelengths of greater than 390 nm), relative to comparable photochromic materials. The present invention also relates to optical elements, such as eyeglasses, that include the photochromic materials of the present invention.

  本发明涉及包括某些吲哚并螺[3,3,3]己喹喙的光致变色材料。这些吲哚并螺[3,3,3]己喹喙在6位与氨基团（例如哌啶基或吗啉基）键合，并且在11位可能与卤素基团（例如氟基）键合。本发明的光致变色材料可能具有闭合形式的电磁辐射吸收光谱，其相对于类似的光致变色材料向更长波长（例如大于390纳米的波长）移动。本发明还涉及包括本发明的光致变色材料的光学元件，例如眼镜。
• Oxygen-containing heterocyclic fused naphthopyrans
  申请人：Vision-Ease Lens, Inc.

  公开号：US20040215024A1

  公开（公告）日：2004-10-28

  This invention relates to novel naphthopyrans having an oxygen-containing heterocyclic group F annelated on the i, j, or k side of the naphthopyran ring, having certain substituents at the 2, 5, and 6 positions of the naphthopyran ring. These naphthopyrans may have the formula (I) presented below: 1 These compounds (I) have interesting photochromic properties. Also related to this invention are host materials that contain such naphthopyran compounds, and articles such as ophthalmic lenses or other plastic transparencies that incorporate the naphthopyran compounds.

  这项发明涉及具有氧含杂环基团F的新型萘并吡喹啉，该基团F附加在萘并吡喹啉环的i、j或k侧，萘并吡喹啉环的2、5和6位具有特定取代基。这些萘并吡喹啉可能具有如下所示的化学式（I）： 这些化合物（I）具有有趣的光致变色性质。与此发明相关的还有含有这种萘并吡喹啉化合物的宿主材料，以及包含这种萘并吡喹啉化合物的眼镜镜片或其他塑料透明物品。
• [EN] PHOTOCHROMIC THIENOCHROMENE COMPOUNDS<br/>[FR] COMPOSÉS THIÉNOCHROMÈNE PHOTOCHROMIQUES
  申请人：TRANSITIONS OPTICAL INC

  公开号：WO2016144324A1

  公开（公告）日：2016-09-15

  The present invention relates to photochromic compounds, such as thienochromene compounds represented by the following Formulas (la) and/or (lb). The present invention also relates to photochromic compositions and articles containing one or more such photochromic thienochromene compounds.

  本发明涉及光致变色化合物，例如由以下式（Ia）和/或（Ib）表示的噻吩基色烯化合物。本发明还涉及含有一种或多种此类光致变色噻吩基色烯化合物的光致变色组合物和制品。
• PHOTOCHROMIC COMPOUNDS AND COMPOSITIONS
  申请人：He Meng

  公开号：US20120156508A1

  公开（公告）日：2012-06-21

  Described herein are compounds generally comprising an indeno[2′,3′:3,4]naptho[1,2-b]pyran structure. Such compounds may be useful for their photochromic properties, and be used in certain photochromic compositions. Such compositions may further comprise other photochromic compositions and/or materials. Additionally, such compounds and/or compositions may be suitable for preparing certain photochromic articles.

  本文描述的化合物通常包括一个吲哚并[2′,3′:3,4]萘并[1,2-b]吡喃结构。这些化合物可能因其光致变色性能而有用，并可用于某些光致变色组合物中。这样的组合物可能进一步包括其他光致变色组合物和/或材料。此外，这样的化合物和/或组合物可能适用于制备某些光致变色物品。