2,2-di(acryloyloxy-1-ethoxy)propane

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-di(acryloyloxy-1-ethoxy)propane
• 英文别名: 2-[2-(2-Prop-2-enoyloxyethoxy)propan-2-yloxy]ethyl prop-2-enoate
• 化学式: C₁₃H₂₀O₆
• 分子量: 272.298
• InChiKey: WTWVMOWQLZMOKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 丙烯酸羟乙酯 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 2,2-di(acryloyloxy-1-ethoxy)propane
  参考文献：
  名称：

  多个pH响应性两性离子胶束可隐形递送抗癌药物†

  摘要：

  在这项工作中，我们报道了两性离子官能化的“隐形”胶束，用于智能地输送抗癌药物。两亲性聚合物，聚（甲基丙烯酸羧基） -嵌段-聚[2,2-二（丙烯酰氧基-1-乙氧基）丙烷共-4,4-三亚甲基二哌啶[pCBMA- b -p（ADA-TMDP）]，是通过合成ATRP和随后的迈克尔加成反应。组装的聚合物胶束被证明是具有两性离子触角的纳米级（69±20 nm）载体。具体而言，由pCBMA组分组成的亲水性两性离子触角不仅可以显着抵抗蛋白质吸附，实现“隐身”运输，延长药物输送系统在血流中的循环时间，而且还可以将其表面电荷逆转为响应细胞外pH环境（pH 6.8）促进细胞摄取; 作为p（ADA-TMDP）单元的装配体，稳定的药物封装腔赋予了胶束细胞内环境pH响应特性，可通过EPR效应在潜在的内体逸出和所需的药物释放（在肿瘤部位积聚后释放）。在这里系统地研究了这些带有阿霉素（DOX）的两性离子胶束的抗癌活性。在低pH（（例如pH

  DOI：

  10.1039/c6ra11645k

文献信息

• Compositions comprising cleavable crosslinker and methods
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US10351649B2

  公开（公告）日：2019-07-16

  A composition is described comprising a polymer. The polymer comprises polymerized units derived from a cleavable crosslinking monomer. The cleavable crosslinking monomer comprises at least two free-radically polymerizable groups and at least one group having the formula —O—C(R2)(R3)—O—, wherein R2 and R3 are independently hydrogen, alkyl, or aryl. The composition has a Tg no greater than 50° C. In some embodiments, the composition has a storage modulus greater than 3×105 Pa at 25° C. and 1 Hz and may be characterized as a non-tacky polymer. In other embodiments, the composition is a pressure sensitive adhesive. Upon cleavage of at least a portion of the polymerized monomeric units derived from the cleavable crosslinking monomer, the composition exhibits a change in at least one physical property. In another embodiment, the composition comprises a polymer and fragments. The fragments comprise the reaction product of a free-radically polymerizable group bonded to a polymer chain and a pendent hydroxyl group. The composition has a Tg no greater than 50° C. Also described are articles, comprising the composition described herein (i.e. before and/or after cleavage); as well as methods of making the composition and methods of making articles.

  描述了一种由聚合物组成的组合物。该聚合物包含由可裂解交联单体衍生的聚合单元。可裂解交联单体包括至少两个可自由基聚合的基团和至少一个具有式-O-C(R2)(R3)-O-的基团，其中 R2 和 R3 独立地为氢、烷基或芳基。在某些实施方案中，该组合物在 25° C 和 1 Hz 时的储存模量大于 3×105 Pa，并可表征为非粘性聚合物。在其他实施例中，该组合物是一种压敏粘合剂。当由可裂解交联单体衍生的聚合单体单元的至少一部分发生裂解时，组合物显示出至少一种物理性质的变化。在另一个实施方案中，组合物包括聚合物和片段。片段包括与聚合物链键合的可自由基聚合基团和悬垂羟基的反应产物。此外，还描述了由本文所述组合物（即裂解前和/或裂解后）组成的物品；以及组合物的制造方法和物品的制造方法。
• Patterned film article comprising cleavable crosslinker and methods
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US10768528B2

  公开（公告）日：2020-09-08

  A pattern article comprising a copolymer having polymerized units derived from a cleavable crosslinking monomer, to which a pattern is imparted by the release of incipient acid from a thermal acid generator or photoacid generator. The selective release of the acid provides a pattern of high crosslink density and low crosslink density as result of the incipient acid cleaving a portion of the crosslinks.

  一种图案制品，包括一种共聚物，该共聚物具有从可裂解交联单体中提取的聚合单元，通过从热酸发生器或光酸发生器中释放瞬时酸来赋予其图案。选择性的酸释放可提供高交联密度和低交联密度的图案，这是瞬时酸裂解部分交联的结果。
• Acid-cleavable ketal containing poly(β-amino ester) for enhanced siRNA delivery
  作者：Kyeonghye Guk、Hyungsuk Lim、Byungkuk Kim、Minsung Hong、Gilson Khang、Dongwon Lee

  DOI：10.1016/j.ijpharm.2013.06.021

  日期：2013.9

  The safe and effective intracellular delivery of nucleic acids remains the most challenging obstacle to the broad application of gene therapy in clinic. Endosomal escape of nucleic acids is also a major barrier for efficient gene delivery. Ketal linkage is known to readily cleave at the acidic pH of endosomal compartments. Here, we report ketal containing poly(beta-amino ester) (KPAE) as an acid-cleavable non-viral siRNA delivery system. KPAE efficiently condensed siRNA into nanocomplexes with a diameter of similar to 150 nm, which are stable under neutral conditions but rapidly dissociate to release siRNA at acidic pH. KPAE had a buffering capacity due to the presence of secondary amines in its backbone, confirmed by acid-base titration. Moreover, the studies of confocal fluorescence imaging using calcein and Lyso-Tracker Red revealed that KPAE disrupted endosomes by colloid osmotic mechanism and "proton sponge" effects. Cell culture studies demonstrated that KPAE can deliver tumor necrosis factor-a (TNF-alpha) siRNA to lipopolysaccharide (LPS)-stimulated macrophages and significantly inhibit the expression of TNF-alpha. The results demonstrate that acid-cleavable KPAE has great potential as gene delivery systems based on its excellent biocompatibility, pH sensitivity and high gene delivery efficiency. (C) 2013 Elsevier B.V. All rights reserved.
• Design of Asymmetric Particles Containing a Charged Interior and a Neutral Surface Charge: Comparative Study on <i>in Vivo</i> Circulation of Polyelectrolyte Microgels
  作者：Kai Chen、Jing Xu、J. Christopher Luft、Shaomin Tian、Jay S. Raval、Joseph M. DeSimone

  DOI：10.1021/ja503939n

  日期：2014.7.16

  Lowering the modulus of hydrogel particles could enable them to bypass in vivo physical barriers that would otherwise filter particles with similar size but higher a modulus. Incorporation of electrolyte moieties into the polymer network of hydrogel particles to increase the swelling ratio is a straightforward and quite efficient way to decrease the modulus. In addition, charged groups in hydrogel particles can also help secure cargoes. However, the distribution of charged groups on the surface of a particle can accelerate the clearance of particles. Herein, we developed a method to synthesize highly swollen microgels of precise size with near-neutral surface charge while retaining interior charged groups. A strategy was employed to enable a particle to be highly cross-linked with very small mesh size, and subsequently PEGylated to quench the exterior amines only without affecting the internal amines. Acidic degradation of the cross-linker allows for swelling of the particles to microgels with a desired size and deformability. The microgels fabricated demonstrated extended circulation in vivo compared to their counterparts with a charged surface, and could potentially be utilized in in vivo applications including as oxygen carriers or nucleic acid scavengers.
• COMPOSITIONS COMPRISING CLEAVABLE CROSSLINKER AND METHODS
  申请人：3M Innovative Properties Company

  公开号：EP3134444A1

  公开（公告）日：2017-03-01