甲基丙烯酸十四酯 | 2549-53-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 甲基丙烯酸十四酯
• 中文别名: 2-丙烯酸-2-甲基十四烷酯
• 英文名称: tetradecyl methacrylate
• 英文别名: 1-tetradecanol methacrylate；myristyl methacrylate；methacrylic acid tetradecyl ester；Methacrylsaeure-tetradecylester；n-tetradecyl methacrylate；tetradecyl 2-methylprop-2-enoate
• CAS: 2549-53-3
• 化学式: C₁₈H₃₄O₂
• 分子量: 282.467
• InChiKey: ATZHWSYYKQKSSY-UHFFFAOYSA-N

物化性质

• 沸点：
  147-154 °C(Press: 0.70 Torr)
• 密度：
  0.871±0.06 g/cm3(Predicted)
• LogP：
  7.66 at 20℃
• 物理描述：
  Liquid
• 蒸汽压力：
  0.00018 mm Hg @ 25 °C /Estimated/
• 聚合：
  Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. None the less, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /methacrylates/
• 折光率：
  Index of refraction: 1.4480 @ 20 °C/D
• 保留指数：
  1958

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

代谢

小量的甲基丙烯酸甲酯可以通过皂化作用轻易地代谢成醇和甲基丙烯酸。后者可以形成一个乙酰辅酶A衍生物，然后进入正常的脂质代谢。/甲基丙烯酸甲酯/

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme A derivative, which then enters the normal lipid metabolism. /Methacrylates/

来源:Hazardous Substances Data Bank (HSDB)

代谢

丙烯酸酯和甲基丙烯酸酯主要通过迈克尔加成反应或谷胱甘肽-S-转移酶与谷胱甘肽结合而解毒。它们还可能通过羧酸酯酶水解。较低分子量的酯类迅速代谢并排出，因此不太可能引起累积毒性。/丙烯酸酯和甲基丙烯酸酯/

Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity. /Acrylates and Methacrylates/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

皮肤致敏剂 - 能够诱导皮肤产生过敏反应的物质。

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

• 解毒与急救

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，并在需要时辅助通气。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……。预期癫痫发作，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、有强烈的干呕反射且不流口水，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……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. 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 ... . Anticipate seizures 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

高级治疗：对于无意识、严重肺水肿或呼吸停止的患者，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊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...。开始静脉输液，使用D5W/SRP：“保持通路开放”，最小流量...。如果出现低血容量的迹象，使用乳酸钠林格液。注意液体过载的迹象。考虑使用药物治疗肺水肿...。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象...。使用地西泮（安定）治疗癫痫...。使用丙美卡因氢氯化物协助眼部冲洗...。/毒物A和B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as 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. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：发育或生殖毒性/使用大鼠的动物研究揭示，一些丙烯酸酯和甲基丙烯酸酯具有胚胎毒性。然而，在动物研究中使用的单体剂量远高于工人可能接触到的浓度。/丙烯酸酯和甲基丙烯酸酯/

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Animal studies using rats revealed that some acrylates and methacrylates are embryotoxic. The doses of monomers used in the animal studies, however, were much higher than concentrations likely encountered by workers. /Acrylates and Methacrylates/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 生态毒性值

LC50 鲤鱼（雅罗鱼）470毫克/升/48小时/生物测试条件未指定/

LC50 Leuciscus idus (Orfe) 470 mg/L/48 hr /Conditions of bioassay not specified/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 安全说明：
  S24/25
• 危险类别码：
  R36
• 海关编码：
  2916140000
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放在室温、干燥且密封的环境中。

制备方法与用途

甲基丙烯酸十四酯是一种长链烷基丙烯酸酯，可用于合成原油降凝剂、织物防水防油剂和皮革防水剂等。其聚合物具有良好的耐水性和亲油性，并可应用于油墨、涂料及粘合剂的聚合物改性等领域。

反应信息

• 作为产物：
  描述：

  甲基丙烯酸 、 十四醇 以 甲苯 为溶剂， 生成 甲基丙烯酸十四酯
  参考文献：
  名称：

  甲基丙烯酸酯-乙酸乙烯酯-N-苯基甲基丙酰胺三元共聚物的合成作为降凝剂并与棕榈油酸甲酯结合改善废食用油生物柴油混合物的冷流动性

  摘要：

  生物柴油，尤其是地沟油生物柴油经济、来源广泛，被认为可以通过与柴油按一定比例混合逐步替代石油柴油，但低温流动性差是影响生物柴油推广应用的关键因素之一融合。因此，研究应开发新的高效倾点抑制剂 (PPD)，以小剂量显着改善生物柴油混合物的冷流动性。在此，一系列甲基丙烯酸酯-乙酸乙烯酯-N-苯基甲基丙酰胺三元共聚物（RMC-VA-NPM，R=C 12，C 14，C 16，C 18) 是通过自由基聚合合成的，并通过傅里叶变换红外光谱、质子核磁共振和凝胶渗透色谱法表征为 PPD。然后，将这些 PPD 应用于 20 vol.% 废食用油生物柴油和 80 vol.% 石油柴油 (B20)，其中包含生物柴油和石油柴油的最佳混合物。在这项工作中，C 14 MC-VA-NPM (15:1:1) 在 2000 ppm 时表现出最好的改善 B20 冷流动性的效果。相应地，冷滤点 (CFPP) 和倾点 (PP) 分别降低了

  DOI：

  10.1016/j.molliq.2022.120796

文献信息

• Copolymers Based on N-Vinylpyrrolidone and Branched Aliphatic Carbonxylic Acids, and Their Use as Solubilizers
  申请人：Angel Maximilian

  公开号：US20080200564A1

  公开（公告）日：2008-08-21

  Copolymers comprising: (a) 60 to 99% by weight of at least one monomer selected from the group consisting of N-vinyllactams, N-vinylamides, and mixtures thereof; (1) 1 to 40% by weight of at least one monomer selected from the group consisting of vinyl esters of aliphatic branched C 8 -C 30 -carboxylic acids; (c) 0 to 30% by weight of vinyl acetate; and (d) 0 to 39% by weight of at least one additional free-radically copolymnerizable monomer; wherein the % by weight content of components (a), (b), (c) and (d) totals 100%, and with the proviso that the total amount of component (b) and component (c) combined is 1 to 40% by weight based on the copolymer, are described along with methods of using such copolymers to solubilize substances which are insoluble in water, substances which are only sparingly soluble in water, and combinations thereof.

  共聚物包含：（a）60至99重量百分比的至少一种单体，选自N-乙烯基内酰胺、N-乙烯酰胺和它们的混合物；（b）1至40重量百分比的至少一种单体，选自支链的C8-C30脂肪族羧酸的乙烯酯；（c）0至30重量百分比的乙酸乙烯酯；和（d）0至39重量百分比的至少一种额外的自由基共聚单体；其中，组分（a）、（b）、（c）和（d）的重量百分比总和为100%，并且有条件规定组分（b）和组分（c）的总和基于共聚物为1至40重量百分比。还描述了使用这样的共聚物来增溶水不溶性物质、水微溶性物质以及它们的组合的方法。
• [EN] SURFACTANTS<br/>[FR] TENSIOACTIFS
  申请人：AMYRIS INC

  公开号：WO2012103156A1

  公开（公告）日：2012-08-02

  This application relates to derivatives of hydrocarbon terpenes (e.g., myrcene or farnesene), to methods of making the derivatives, and to the use of the derivatives as surfactants.

  这个应用涉及到碳氢化合物萜类化合物（例如，肉豆蔻烯或芬尼烯）的衍生物，制备这些衍生物的方法，以及将这些衍生物用作表面活性剂的用途。
• Method for Producing Carboxyl Group-Containing Water-Soluble Polymer
  申请人：Kobayashi Shinji

  公开号：US20070225522A1

  公开（公告）日：2007-09-27

  A first object of the present invention is to provide a method for producing a carboxyl group-containing water-soluble polymer capable of giving neutralized viscous solutions excellent in thickening effect even when the aqueous solutions of the carboxyl group-containing water-soluble polymer have a low concentration. A second object of the invention is to provide a method for producing a carboxyl group-containing water-soluble polymer capable of giving neutralized viscous solutions excellent in thickening effect at low concentration levels and, at the same time, capable of being dispersed and dissolved in water at high concentrations with ease. The prevent invention is a method for producing a carboxyl group-containing water-soluble polymer by reacting an α,β-unsaturated carboxylic acid and a compound having two or more ethylenically unsaturated groups in the presence of a radical polymerization initiator, which method is characterized in that the reaction is carried out in the presence of a (meth)acrylic acid derivative represented by the general formula (1): (in the formula, R 1 and R 2 each independently represents a hydrogen atom or a methyl group and n represents 1 or 2).

  本发明的第一目的是提供一种生产含羧基水溶性聚合物的方法，即使羧基水溶性聚合物的水溶液浓度较低，也能产生优良的增稠效果。本发明的第二目的是提供一种生产含羧基水溶性聚合物的方法，该方法能够在低浓度下产生优良的增稠效果，并且同时能够在高浓度下轻松分散和溶解于水中。 该方法是通过在自由基聚合引发剂存在下，使α，β-不饱和羧酸和具有两个或更多乙烯基不饱和基团的化合物反应而生产含羧基水溶性聚合物的方法。该方法的特征在于，在一般式（1）所表示的（甲）丙烯酸衍生物的存在下进行反应： （在该式中，R1和R2分别独立表示氢原子或甲基，n表示1或2）。
• [EN] HIGH-COVERAGE, LOW ODOR MALODOR COUNTERACTANT COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS AGISSANT CONTRE LES MAUVAISES ODEURS, À FAIBLE ODEUR ET À POUVOIR COUVRANT ÉLEVÉ, ET PROCÉDÉS D'UTILISATION
  申请人：INT FLAVORS & FRAGRANCES INC

  公开号：WO2016049523A1

  公开（公告）日：2016-03-31

  The present invention relates to novel compounds and their use as malodor counteractant materials.

  本发明涉及新化合物及其作为恶臭对抗剂材料的用途。
• [EN] BRANCHED PEG MOLECULES AND RELATED COMPOSITIONS AND METHODS<br/>[FR] MOLÉCULES DE PEG RAMIFIÉ, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：PHASERX INC

  公开号：WO2018126084A1

  公开（公告）日：2018-07-05

  Disclosed are branched PEG molecules, including branched PEG-lipids and branched-PEG proteins, as well as related compositions and methods for making branched PEG molecules. Also disclosed are related compositions, systems, and methods for in vivo delivery of therapeutic and diagnostic agents.

  揭示了分支聚乙二醇（PEG）分子，包括分支PEG-脂质和分支PEG-蛋白质，以及制备分支PEG分子的相关组合物和方法。还公开了相关的组合物、系统和方法，用于体内传递治疗和诊断试剂。