2-[4-(dihydroxyphosphoryl)-2-oxa-butaneyl]-propenoic acid ethyl ester | 223681-84-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-[4-(dihydroxyphosphoryl)-2-oxa-butaneyl]-propenoic acid ethyl ester
• 英文别名: 2-[2-(dihydroxyphosphoryl)-ethoxymethyl]-propenoic acid ethyl ester；2-[4-(dihydroxyl-phosphoryl)-2-oxa-butyl]-acrylic acid ethyl ester；2-[4-(dihydroxyphosphoryl)-2-oxa-butyl]-propeneic acid ethyl ester；2-[4-(dihydroxyphosphoryl)-2-oxa-butyl]-propenoic acid ethyl ester；(2-((2-(ethoxycarbonyl)prop-2-en-1-yl)oxy)-ethyl) phosphonic acid；(2-[2-dihydroxyphosphoryl]-ethoxymethyl)-acrylic acid ethyl ester；2-[4-(dihydroxyphosphoryl)-2-oxa-butyl]-acrylic acid ethyl ester；[4-(Dihydroxyphosphoryl)-2-oxa-butyl]-acrylic acid ethyl ester；ethyl-2-[4-(dihydroxyphosphoryl)-2-oxabutyl] propenoate；ethyl 2-[2-(dihydroxyphosphoryl)ethoxymethyl]acrylate；ethyl 2-[4-(dihydroxyphosphoryl)-2-oxabutyl]acrylate；Ethyl 2-[4-(dihydroxyphosphoryl)-2-oxabutyl]acrylat；2-(2-ethoxycarbonylallyloxy)ethylphosphonic acid；(2-{[2-(Ethoxycarbonyl)prop-2-en-1-yl]oxy}ethyl)phosphonic acid；2-(2-ethoxycarbonylprop-2-enoxy)ethylphosphonic acid
• CAS: 223681-84-3
• 化学式: C₈H₁₅O₆P
• 分子量: 238.177
• InChiKey: XNRWLWYNGROTLU-UHFFFAOYSA-N

物化性质

• 沸点：
  416.6±55.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(氯甲基)丙烯酸乙酯 在 三甲基溴硅烷 、 TEA 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4-(dihydroxyphosphoryl)-2-oxa-butaneyl]-propenoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Dental Aspects of Acrylic Phosphoric and Phosphonic Acids

  摘要：

  DOI：

  10.1080/10426509908546200

文献信息

• DENTAL MATERIALS BASED ON URETHANE-GROUP-CONTAINING VINYLCYCLOPROPANE DERIVATIVES
  申请人：Ivoclar Vivadent AG

  公开号：US20190167533A1

  公开（公告）日：2019-06-06

  Vinylcyclopropane of general formulae I in which X, Y in each case are O or NH, wherein X and Y cannot have the same meaning, R 1 is a linear or branched C 1 -C 8 -alkyl radical, which can be interrupted by O, S, an ester group or a urethane group, R 2 is a linear or branched C 2 -C 10 -alkylene radical, which can be interrupted by O, S, an ester group or a urethane group, R 3 is a hydrocarbon radical with 1 to 20 carbon atoms, which additionally can contain one or more N, O or S atoms, and n is 1, 2, 3 or 4, preferably 1 or 2. The vinylcyclopropanes are characterized by a low shrinkage and a high reactivity on radical polymerization and are suitable in particular for the preparation of dental materials.

  通式I的乙烯环丙烷 其中X，Y在每种情况下均为O或NH，其中X和Y不能具有相同的含义，R 1 是线性或支链的C 1 -C 8 -烷基基团，可以被O，S，酯基团或脲基团中断，R 2 是线性或支链的C 2 -C 10 -烷基烃基团，可以被O，S，酯基团或脲基团中断，R 3 是具有1至20个碳原子的烃基团，此外还可以含有一个或多个N，O或S原子，n为1，2，3或4，优选为1或2。乙烯环丙烷的特点是在自由基聚合中具有低收缩和高反应性，并且特别适用于制备牙科材料。
• DENTAL MATERIALS WITH DEBONDING-ON-DEMAND PROPERTIES
  申请人：Ivoclar Vivadent AG

  公开号：US20170156993A1

  公开（公告）日：2017-06-08

  Radically polymerizable dental material, which contains at least one compound of Formula I: and at least one thermolabile radically polymerizable compound and/or at least one photolabile radically polymerizable compound. The materials are characterized by debonding-on-demand properties.

  具有至少一种I式化合物的根本可聚合牙科材料，以及至少一种热敏根本可聚合化合物和/或至少一种光敏根本可聚合化合物。这些材料具有按需脱粘特性。
• Dental Materials Based on Monofunctional Vinylcyclopropane Derivatives
  申请人：Ivoclar Vivadent AG

  公开号：US20180036209A1

  公开（公告）日：2018-02-08

  Dental material which contains at least one vinylcyclopropane of the general formulae I, in which A, B independently of each other are in each case OH or COOH; X, Y independently of each other are in each case O or NH; R 1 , R 2 independently of each other are in each case H or an aliphatic linear or branched C 1 -C 10 hydrocarbon radical which can be interrupted by O, S or an ester group; and n, m independently of each other are in each case 0, 1 or 2, wherein, if X=Y=O, R 1 ≠H and R 2 ≠H, n+m≧1. The vinylcyclopropanes are characterized by a low shrinkage and a high reactivity on radical polymerization and are suitable in particular for the preparation of dental materials.

  含有至少一个通式I的环丙烯基材料，其中A、B分别独立地为OH或COOH；X、Y分别独立地为O或NH；R1、R2分别独立地为H或可被O、S或酯基中断的脂肪线性或支链C1-C10碳氢基团；n、m分别独立地为0、1或2，其中，如果X=Y=O，R1≠H且R2≠H，则n+m≧1。这些环丙烯基具有低收缩率和在自由基聚合中的高反应性，特别适用于制备牙科材料。
• DENTAL MATERIALS BASED ON MONOMERS HAVING DEBONDING-ON-DEMAND PROPERTIES
  申请人：Moszner Norbert

  公开号：US20140329929A1

  公开（公告）日：2014-11-06

  The invention relates to a dental restorative material which comprises a thermolabile or photolabile polymerizable compound of Formula I: [(Z 1 ) m -Q 1 -X)] k -T-[Y-Q 2 -(Z 2 ) n ] 1 Formula I, in which T represents a thermolabile or photolabile group, Z 1 and Z 2 in each case independently represent a polymerizable group selected from vinyl groups, CH 2 ═CR 1 —CO—O— and CH 2 ═CR 1 —CO—NR 2 — or an adhesive group selected from —Si(OR) 3 , —COOH, —O—PO(OH) 2 , —PO(OH) 2 , —SO 2 OH and —SH, wherein at least one Z 1 or Z 2 is a polymerizable group, Q 1 in each case independently is missing or represents an (m+1)-valent linear or branched aliphatic C 1 -C 20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, Q 2 in each case independently is missing or represents an (n+1)-valent linear or branched aliphatic C 1 -C 20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, X and Y in each case independently are missing or represent —O—, —S—, CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, R, R 1 , R 2 and R 3 in each case independently represent H or a C 1 -C 7 alkyl radical and k, l, m and n in each case independently are 1, 2 or 3.

  该发明涉及一种牙科修复材料，包括具有以下化学式I的热敏性或光敏性可聚合化合物：[(Z1)m-Q1-X)]k-T-[Y-Q2-(Z2)n]1，在该式中，T代表热敏性或光敏性基团，Z1和Z2分别独立地代表从乙烯基、CH2═CR1—CO—O—和CH2═CR1—CO—NR2—中选择的可聚合基团，或从—Si(OR)3、—COOH、—O—PO(OH)2、—PO(OH)2、—SO2OH和—SH中选择的粘附基团，其中至少一个Z1或Z2是可聚合基团，Q1分别独立地缺失或代表一个(m+1)-价的线性或支链脂肪族C1-C20基团，该基团可以通过—O—、—S—、—CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—中断，Q2分别独立地缺失或代表一个(n+1)-价的线性或支链脂肪族C1-C20基团，该基团可以通过—O—、—S—、—CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—中断，X和Y分别独立地缺失或代表—O—、—S—、CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—，R、R1、R2和R3分别独立地代表H或C1-C7烷基基团，k、l、m和n分别独立地为1、2或3。
• Polymerizable Compositions Based On Thermally Cleavable Compounds
  申请人：Ivoclar Vivadent AG

  公开号：US20180200155A1

  公开（公告）日：2018-07-19

  The invention relates to a polymerizable composition which comprises a thermolabile polymerizable compound of Formula I: A-[X-(T-X-Sp-X) p -T-X-Q-(Z) n ] m Formula I, wherein T represents a thermolabile Diels-Alder or hetero-Diels-Alder group of the Formula The invention also relates to the use of the polymerizable composition according to the present invention and the compounds of Formula I according to the present invention as polymerization resin or for the preparation of polymerization resins and polymerizates such as adhesives, composites, stereolithographic materials, shaped parts, duromers and mounting and fixing elements, and as dental material and for the preparation of dental materials such as adhesives, cements and filling composites.

  该发明涉及一种可聚合的组合物，其包括化学式I中的热敏聚合物化合物：A-[X-(T-X-Sp-X)p-T-X-Q-(Z)n]m，其中T代表化学式中的热敏Diels-Alder或杂环Diels-Alder基团。该发明还涉及根据本发明的可聚合组合物和化学式I中的化合物的用途，作为聚合树脂或用于制备聚合树脂和聚合物，如粘合剂、复合材料、立体光刻材料、成型件、硬质聚合物和安装固定元件，以及作为牙科材料和用于制备牙科材料，如粘合剂、水泥和填充复合材料。