2-[1,1-dimethylethyl]-6-methoxy-4-methylbenzthiopyrylium tetrafluoroborate | 150744-29-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 2-[1,1-dimethylethyl]-6-methoxy-4-methylbenzthiopyrylium tetrafluoroborate
• 英文别名: 2-[1,1-dimethylethyl]-6-methoxy-4-methylbenz[b]thiopyrylium tetrafluoroborate；2-Tert-butyl-6-methoxy-4-methylthiochromenylium;tetrafluoroborate
• CAS: 150744-29-9
• 化学式: BF₄*C₁₅H₁₉OS
• 分子量: 334.186
• InChiKey: YRFOUBRJAAQMJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-硫代色原酮 在 tetrafluoroboric acid 、 甲基溴化镁 作用下， 以 四氢呋喃 、 2-[1,1-dimethylethyl]-6-methoxybenz[b]-4H-thiopyran-4-one 、 水 为溶剂， 以55%的产率得到2-[1,1-dimethylethyl]-6-methoxy-4-methylbenzthiopyrylium tetrafluoroborate
  参考文献：
  名称：

  Squarylium dyes, and processes and intermediates for the preparation

  摘要：

  Squarylium化合物的化学式为：##STR1##（其中Q.sup.1和Q.sup.2均为具有芳香不饱和共轭系统的色团，与squarylium环共轭，并且在化合物Q.sup.1 CH.sub.2 R.sup.1和Q.sup.2 CH.sub.2 R.sup.2的化学式中，亚甲基氢是活性氢，R.sup.1和R.sup.2各自独立地为氢原子或脂肪或环脂肪基，R.sup.3和R.sup.4各自独立地为氢原子，或酰基，脂肪，环脂肪，芳香或杂环基，但有条件的是R.sup.3和R.sup.4中的一个可以是氨基或取代氨基，或R.sup.3和R.sup.4中的一个是氢原子，另一个是有机磺酰基，或R.sup.3和R.sup.4与介于其间的氮原子一起形成氮杂环)，可用作近红外吸收剂。Squarylium环上氨基基团的存在使得通过对该基团进行修饰可以实现吸收波长的微小变化，并且还允许在不改变色团的情况下将功能基团并入染料中。

  公开号：

  US05354873A1

文献信息

• Benzpyrylium squarylium and croconylium dyes, and processes for their
  申请人：Polaroid Corporation

  公开号：US05977351A1

  公开（公告）日：1999-11-02

  Dyes comprising an inner salt of a compound of the formula: Q.sup.1 =Z-Q.sup.2 wherein: Q.sup.1 is a 4-(benz[b]-4H-pyrylium)methylidene, 4-(benz[b]-4H-thiopyrylium)methylidene or 4-(benz[b]-4H-selenopyrylium)methylidene grouping; Z is a 1,3-(2-hydroxy-4-oxo-2-cyclobutylidene) hydroxide or 1,3-(2-hydroxy-4,5-dioxo-2-cyclopentylidene) hydroxide ring; and Q.sup.2 is a 4-(benz[b]-4H-pyran-4-ylidene)methyl, 4-(benz[b]-4H-thiopyran-4-ylidene)methyl or 4-(benz[b]-4H-selenopyran-4-ylidene)methyl grouping; wherein at least one of the groupings Q.sup.1 and Q.sup.2 carries at its 2-position a substituent in which a non-aromatic carbon atom is bonded directly to the benzpyrylium, benzthiopyrylium or benzselenopyrylium nucleus, subject to the proviso that if this 2-substituent contains an aromatic nucleus, this aromatic nucleus is not conjugated with the benzpyrylium, benzthiopyrylium or benzselenopyrylium nucleus to which it is attached, are useful as visible and near infra-red absorbers, having high extinction coefficients and improved solubility in polymeric media.

  染料包括以下化合物的内盐：Q.sup.1 =Z-Q.sup.2，其中：Q.sup.1是4-(苯[b]-4H-吡啶)甲基亚甲基、4-(苯[b]-4H-硫代吡啶)甲基亚甲基或4-(苯[b]-4H-硒代吡啶)甲基亚甲基基团；Z是1,3-(2-羟基-4-氧代-2-环丁基亚甲基)羟基或1,3-(2-羟基-4,5-二氧代-2-环戊基亚甲基)羟基环；Q.sup.2是4-(苯[b]-4H-吡喃-4-基甲基)、4-(苯[b]-4H-硫代吡喃-4-基甲基)或4-(苯[b]-4H-硒代吡喃-4-基甲基)基团；其中基团Q.sup.1和Q.sup.2中至少一个在其2-位置携带一个取代基，其中非芳香碳原子直接连接到苯基吡啶、苯基硫代吡啶或苯基硒代吡啶核，但如果此2-取代基含有芳香核，此芳香核不与其连接的苯基吡啶、苯基硫代吡啶或苯基硒代吡啶核共轭，这些染料在聚合物介质中具有高消光系数和改善的溶解性，可用作可见光和近红外吸收剂。
• Squarylium dyes, and processes and intermediates for the preparation
  申请人：Polaroid Corporation

  公开号：US05354873A1

  公开（公告）日：1994-10-11

  Squarylium compounds of the formula: ##STR1## (in which Q.sup.1 and Q.sup.2 are each a chromophoric group having an aromatic unsaturated system conjugated with the squarylium ring and such that in the compounds of formulae Q.sup.1 CH.sub.2 R.sup.1 and Q.sup.2 CH.sub.2 R.sup.2 the methylene hydrogens are active hydrogens, R.sup.1 and R.sup.2 are each independently a hydrogen atom or an aliphatic or cycloaliphatic group, and R.sup.3 and R.sup.4 are each independently a hydrogen atom, or an acyl, aliphatic, cycloaliphatic, aromatic or heterocyclic group, subject to the proviso that one of R.sup.3 and R.sup.4 may be an amino or substituted amino group, or one of R.sup.3 and R.sup.4 is a hydrogen atom and the other is an organosulfonyl group, or R.sup.3 and R.sup.4 together with the intervening nitrogen atom form a nitrogenous heterocyclic ring) are useful as near infra-red absorbers. The presence of the amino group on the squarylium ring enables minor changes in absorption wavelength to be achieved by modifications of this group, and also allows functional groups to be incorporated into the dye without changing the chromophoric groups.

  Squarylium化合物的化学式为：##STR1##（其中Q.sup.1和Q.sup.2均为具有芳香不饱和共轭系统的色团，与squarylium环共轭，并且在化合物Q.sup.1 CH.sub.2 R.sup.1和Q.sup.2 CH.sub.2 R.sup.2的化学式中，亚甲基氢是活性氢，R.sup.1和R.sup.2各自独立地为氢原子或脂肪或环脂肪基，R.sup.3和R.sup.4各自独立地为氢原子，或酰基，脂肪，环脂肪，芳香或杂环基，但有条件的是R.sup.3和R.sup.4中的一个可以是氨基或取代氨基，或R.sup.3和R.sup.4中的一个是氢原子，另一个是有机磺酰基，或R.sup.3和R.sup.4与介于其间的氮原子一起形成氮杂环)，可用作近红外吸收剂。Squarylium环上氨基基团的存在使得通过对该基团进行修饰可以实现吸收波长的微小变化，并且还允许在不改变色团的情况下将功能基团并入染料中。