4-hydroxymethyl-1-(2-(perfluorobutyl)ethyl)-1H-1,2,3-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-hydroxymethyl-1-(2-(perfluorobutyl)ethyl)-1H-1,2,3-triazole
• 英文别名: [1-(3,3,4,4,5,5,6,6,6-Nonafluorohexyl)triazol-4-yl]methanol；[1-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)triazol-4-yl]methanol
• 化学式: C₉H₈F₉N₃O
• 分子量: 345.168
• InChiKey: BPYBAIWAMFGNHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,1,2,2-四氢全氟己基碘 、 2-丙炔-1-醇 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以87%的产率得到4-hydroxymethyl-1-(2-(perfluorobutyl)ethyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Fluorous 1,2,3-Triazol-4-ylmethyl Amines and Amine Derivatives for Novel Surfactant Applications

  摘要：

  通过在表面活性剂分子的氨基氮原子上连接取代基，产生了一系列具有附加功能的氟表面活性剂。通过 N-烷基化和 N-酰基化策略合成了含有一个和两个三唑环系统的分子。

  DOI：

  10.1071/ch14458

文献信息

• Partially fluorinated amino acid derivatives as gelling and surface active agents
  申请人：Acosta Erick Jose

  公开号：US20080113573A1

  公开（公告）日：2008-05-15

  Disclosed are partially fluorinated amino acid derivatives useful as organogelators and surface treatment materials to provide oil- and water-repellency properties to substrates. Also disclosed are composite materials, comprising a porous support and a porous nanoweb. The porous nanoweb contains fibrous structures of about 10 nm to about 1000 nm effective average fiber diameter as determined with electron microscopy.

  本发明涉及部分氟化氨基酸衍生物，可用作有机凝胶剂和表面处理材料，以为基材提供油和水的抗性特性。还公开了复合材料，包括多孔支撑体和多孔纳米网。多孔纳米网包含纤维结构，其有效平均纤维直径为约10纳米至约1000纳米，由电子显微镜确定。
• TRIAZOLE-CONTAINING FLUORINATED POLYMERS
  申请人：E.I. du Pont de Nemours and Company

  公开号：EP1940906A2

  公开（公告）日：2008-07-09
• Triazole-containing fluorinated polymers
  申请人：Acosta Jose Erick

  公开号：US20070066762A1

  公开（公告）日：2007-03-22

  A copolymer for imparting repellency and stain resistance to substrates is disclosed of Formula 1 [R f —X 1 -A-X 1 —Y—C(O)—CZCH 2 ] m —[W q ] p Formula 1 wherein R f is a straight or branched perfluoroalkyl group having from about 2 to about 20 carbon atoms, or a mixture thereof, which is optionally interrupted by at least one oxygen atom, each X 1 is independently an organic divalent linking group having from about 1 to about 20 carbon atoms, optionally containing a triazole, oxygen, nitrogen, or sulfur, or a combination thereof, A is a 1,2,3-triazole, Y is O or N(R) 2 wherein R is H or C 1 to C 20 alkyl, Z is H, a straight or branched alkyl group having from about 1 to about 4 carbon atoms, or halide, m is a positive integer, q is zero or a positive integer, p is zero or a positive integer, and W is or [R 1 —X 1 —Y—C(O)—CH 2 Z], wherein X 1 , Y, and Z are as defined above, Rx is C(O)O(R 1 ), C(O)N(R 2 ) 2 , OC(O)(R 1 ), SO 2 (R 1 ), C 6 (R 3 ) 5 , O(R 1 ), halide, or R 1 ; each R 1 is independently H, C n H 2n+1 , C n H 2n —CH(O)CH 2 , [CH 2 CH 2 O] i R 4 , [C n C 2n ]N(R 4 ) 2 or [C n H 2n ]C n F 2n+1 , n is 1 to 40, R 4 is H or C s H 2s+1 , s=0 to 40, i=1 to 200, each R 2 is independently H, or C t H 2t+1 wherein t is 1 to 20, each R 3 is independently H, COOR 1 , halogen, N(R 1 ) 2 , OR 1 , SO 2 NHR 1 , CH═CH 2 , or SO 3 M, M is H, alkali metal salt, alkaline earth metal salt, or ammonium.
• US7473658B2
  申请人：——

  公开号：US7473658B2

  公开（公告）日：2009-01-06
• [EN] TRIAZOLE-CONTAINING FLUORINATED POLYMERS<br/>[FR] POLYMÈRES FLUORÉS CONTENANT DU TRIAZOLE
  申请人：DU PONT

  公开号：WO2007035936A2

  公开（公告）日：2007-03-29

  [EN] A copolymer for imparting repellency and stain resistance to substrates is disclosed of Formula 1 [R_f -X₁-A-X₁-Y-C(O)-CZCH₂]m-[W_q]p Formula 1 wherein R_f is a straight or branched perfluoroalkyl group having from about 2 to about 20 carbon atoms, or a mixture thereof, which is optionally interrupted by at least one oxygen atom, each X₁ is independently an organic divalent linking group having from about 1 to about 20 carbon atoms, optionally containing a triazole, oxygen, nitrogen, or sulfur, or a combination thereof., A is a 1, 2, 3-triazole, Y is O or N(R)₂ wherein R is H or C₁ to C₂₀ alkyl, Z is H, a straight or branched alkyl group having from about 1 to about 4 carbon atoms, or halide, m is a positive integer, q is zero or a positive integer, p is zero or a positive integer, and W is insert W here wherein X₁, Y, and Z are as defined above, Rx is C(O)O(R¹), C(O)N(R²)₂, OC(O)(R¹), SO₂(R¹), C₆(R³)₅, O(R¹), halide, or R¹; each R¹ is independently H, C_NH_2n+1, C_nH_2n-CH(O)CH₂, [CH₂CH₂O]_iR⁴, [C_nC_2n]N(R⁴)₂ or [C_nH_2n]C_nF_2n+1, n is 1 to 40, R⁴ is H or C_sH_2s+1, s = 0 to 40, i = 1 to 200, each R² is independently H, or C_tH_2t+1 wherein t is 1 to 20, each R³ is independently H, COOR¹, halogen, N(R¹)₂, OR¹, SO₂NHR₁, CH=CH₂, or SO₃M, M is H, alkali metal salt, alkaline earth metal salt, or ammonium.
  [FR] L'invention concerne un copolymère permettant de conférer des propriétés répulsives et anti-taches à des substrats, représenté par la formule 1: [R_f -X₁-A-X₁-Y-C(O)-CZCH₂]m-[W_q]p (formule 1), dans laquelle R_f représente un groupe perfluoroalkyle linéaire ou ramifié comptant approximativement de 2 à 20 atomes de carbone, ou un mélange de ceux-ci, éventuellement interrompu par un ou plusieurs atomes d'oxygène, chaque X₁ représente séparément un groupe de liaison divalent organique comptant approximativement de 1 à 20 atomes de carbone, et contenant au choix un triazole, oxygène, azote ou soufre ou une combinaison de ceux-ci, A représente 1, 2, 3-triazole, Y représente O ou N(R)₂, où R représente H ou alkyle C₁ à C₂₀, Z représente H, un groupe alkyle linéaire ou ramifié comptant approximativement de 1 à 4 atomes de carbone, ou un halogénure, m représente un nombre entier positif, q représente zéro ou un nombre entier positif, et W représente (II), ou (III) ou [R¹-X₁-Y-C(O)-CH₂Z], dans laquelle X₁, Y, et Z sont tels que définis ci-dessus, Rx représente C(O)O(R¹), C(O)N(R²)₂, OC(O)(R¹), SO₂(R¹), C₆(R³)₅, O(R¹), halogénure ou R¹; chaque R¹ représente séparément H, C_NH_2n+1, C_nH_2n-CH(O)CH₂, [CH₂CH₂O]_iR⁴, [C_nC_2n]N(R⁴)₂ or [C_nH_2n]C_nF_2n+1, n vaut 1 à 40, R⁴ représente H ou C_sH_2s+1, s = 0 à 40, i = 1 à 200, chaque R² représente séparément H, ou C_tH_2t+1 t valant de 1 à 20, chaque R³ représente séparément H, COOR¹, halogène, N(R¹)₂, OR¹, SO₂NHR₁, CH=CH₂, ou SO₃M, M représente H, un sel métallique alcalin, un sel métallique alcalino-terreux, ou ammonium.