ethyl 2-(7-phosphonooxy-2,5-dioxaheptyl)acrylate | 1255525-74-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: ethyl 2-(7-phosphonooxy-2,5-dioxaheptyl)acrylate
• 英文别名: Ethyl 2-[2-(2-phosphonooxyethoxy)ethoxymethyl]prop-2-enoate；ethyl 2-[2-(2-phosphonooxyethoxy)ethoxymethyl]prop-2-enoate
• CAS: 1255525-74-6
• 化学式: C₁₀H₁₉O₈P
• 分子量: 298.23
• InChiKey: ASOOAQNKMLYUAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethyl 2-(7-hydroxy-2,5-dioxaheptyl)acrylate 在 三乙胺 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 以65%的产率得到ethyl 2-(7-phosphonooxy-2,5-dioxaheptyl)acrylate
  参考文献：
  名称：

  新型 2-（ω-膦酰氧基-2-氧杂烷基）丙烯酸酯单体，用于自蚀刻自吸单部分粘合剂。

  摘要：

  通过丙烯酸乙酯和甲醛的 Baylis-Hillman 反应三步合成，以及随后将所得产物与二醇醚化和磷酸化，合成了具有磷酸部分的新型水解稳定的 2-(ω-膦酰氧基-2-氧杂烷基)丙烯酸酯单体 3使用 POCl(3)。通过 DSC 测量的 2-(ω-膦酰氧基-2-氧杂烷基) 丙烯酸酯 3 的聚合焓范围为 -29 至 -53 kJ.mol(-1)。包含可聚合酸3的粘合剂组合物4的剪切粘合强度在牙釉质上为5.8至19.3MPa并且在牙本质上为8.7至16.9MPa。

  DOI：

  10.3762/bjoc.6.95

文献信息

• Polymerizable phosphoric acid ester derivative and a dental composition employing it
  申请人：Klee E Joachim

  公开号：US20060246017A1

  公开（公告）日：2006-11-02

  The present invention provides a polymerizable phosphoric acid ester derivative having the following formula (A): wherein Z is COOR 1 , COSR 1 , CON(R 1 ) 2 , CONR 1 R 2 , or CONHR 1 , R 1 and R 2 independently are a hydrogen atom, a substituted or unsubstituted C 1 to C 18 alkyl group optionally substituted by a C 3 to C 8 cycloalkyl group, a substituted or unsubstituted C 3 to C 8 cycloalkyl group, a substituted or unsubstituted C 4 to C, 18 aryl or heteroaryl group, a substituted or unsubstituted C 5 to C 18 alkylaryl or alkylheteroaryl group, or a substituted or unsubstituted C 7 to C 30 aralkyl group, whereby two R 1 residues may form together with the N-atom to which they are bonded a 5- to 7-membered heterocyclic ring which may contain beside said N-atom a further nitrogen atom or an oxygen atom, and whereby the substituted groups may be substituted by 1 to 5 C 1 to C 5 alkyl group(s); a is an integer of from 1 to 10, preferably 1 to 5; b is an integer of from 1 to 10, preferably 1 to 5; and R represents an organic residue containing a+b carbon atoms selected from primary and secondary aliphatic carbon atoms, secondary alicyclic carbon atoms, and aromatic carbon atoms, each of said carbon atoms linking a phosphate or 2-(oxa-ethyl)acryl derivative group.

  本发明提供了一种具有以下式（A）的可聚合磷酸酯衍生物：其中Z为COOR1，COSR1，CON（R1）2，CONR1R2或CONHR1，R1和R2独立地为氢原子，被C3至C8环烷基取代或未取代的C1至C18烷基，被C4至C18芳基或杂芳基取代或未取代的C3至C8环烷基，被C5至C18烷基芳基或烷基杂芳基取代或未取代的C7至C30芳基烷基，其中两个R1残基可以与它们连接的N原子一起形成一个5至7元杂环，该杂环可以在除了所述N原子之外还包含另一个氮原子或氧原子，被取代的基团可以被1至5个C1至C5烷基基团取代；a是1至10的整数，优选为1至5；b是1至10的整数，优选为1至5；R表示一个含有a+b个碳原子的有机残基，所述碳原子选自于一级和二级脂肪碳原子、二级螺环碳原子和芳香碳原子，每个碳原子连接一个磷酸酯或2-（氧乙基）丙烯酰衍生物基团。
• A POYMERIZABLE PHOSPHORIC ACID ESTER DERIVATIVE AND A DENTAL COMPOSITION EMPLOYING IT.
  申请人：DENTSPLY DETREY GmbH

  公开号：EP1601679A2

  公开（公告）日：2005-12-07
• [EN] A POYMERIZABLE PHOSPHORIC ACID ESTER DERIVATIVE AND A DENTAL COMPOSITION EMPLOYING IT.<br/>[FR] DERIVE D'ESTER D'ACIDE PHOSPHORIQUE POLYMERISABLE ET COMPOSITION DE DENTISTERIE UTILISANT CE DERIVE
  申请人：DENTSPLY DE TREY GMBH

  公开号：WO2004078100A2

  公开（公告）日：2004-09-16

  The present invention provides a polymerizable phosphoric acid ester derivative having the following formula (A): wherein Z is COOR1, COSR1, CON(R1)2, CONR1 R2, or CONHR1, R1 and R2 independently are a hydrogen atom, a substituted or unsubstituted C1 to C18 alkyl group optionally substituted by a C3 to C8 cycloalkyl group, a substituted or unsubstituted C3 to C8 cycloalkyl group, a substituted or unsubstituted C4 to C,18 aryl or heteroaryl group, a substituted or unsubstituted C5 to C18 alkylaryl or alkylheteroaryl group, or a substituted or unsubstituted C7 to C30 aralkyl group, whereby two R1 residues may form together with the N-atom to which they are bonded a 5- to 7-membered heterocyclic ring which may contain beside said N-atom a further nitrogen atom or an oxygen atom, and whereby the substituted groups may be substituted by 1 to 5 C1 to C5 alkyl group(s); a is an integer of from 1 to 10, preferably 1 to 5; b is an integer of from 1 to 10, preferably 1 to 5; and R represents an organic residue containing a + b carbon atoms selected from primary and secondary aliphatic carbon atoms, secondary alicyclic carbon atoms, and aromatic carbon atoms, each of said carbon atoms linking a phosphate or 2-(oxa-ethyl)acryl derivative group.
• Novel 2-(ω-phosphonooxy-2-oxaalkyl)acrylate monomers for self-etching self-priming one part adhesive
  作者：Joachim E Klee、Uwe Lehmann

  DOI：10.3762/bjoc.6.95

  日期：——

  stable 2-(omega-phosphonooxy-2-oxaalkyl)acrylate monomers 3 with phosphoric acid moieties were synthesized by a three step synthesis via Baylis-Hillman reaction of ethyl acrylate and formaldehyde, and subsequent etherification of the obtained product with diols and phosphorylation using POCl(3). The polymerization enthalpy of 2-(omega-phosphonooxy-2-oxaalkyl)acrylates 3 as measured by DSC ranges from -29

  通过丙烯酸乙酯和甲醛的 Baylis-Hillman 反应三步合成，以及随后将所得产物与二醇醚化和磷酸化，合成了具有磷酸部分的新型水解稳定的 2-(ω-膦酰氧基-2-氧杂烷基)丙烯酸酯单体 3使用 POCl(3)。通过 DSC 测量的 2-(ω-膦酰氧基-2-氧杂烷基) 丙烯酸酯 3 的聚合焓范围为 -29 至 -53 kJ.mol(-1)。包含可聚合酸3的粘合剂组合物4的剪切粘合强度在牙釉质上为5.8至19.3MPa并且在牙本质上为8.7至16.9MPa。