公开(公告)号：US20090258429A1

公开(公告)日：2009-10-15

申请号：US11991355

申请日：2006-09-01

申请人： Francisco M. Raymo ,  Massimiliano Tomasulo

发明人： Francisco M. Raymo ,  Massimiliano Tomasulo

IPC分类号： C07D265/14 ,  G01N21/78

CPC分类号： G01N33/1826 ,  C07D498/04 ,  C09B19/00 ,  G01N31/22 ,  Y10T436/172307

摘要： A chromogenic oxazine compound for the colorimetric detection of cyanide was designed. Indeed, the [1,3]oxazine ring of our compound opens to form a phenolate chromophore in response to cyanide. The heterocyclic com-pound may be comprised of fused benzooxazine and indoline rings: wherein R1 is an alkyl (e.g., methyl, ethyl, propyl, isopropyl, butyl, isobutyl), a substituted alkyl, a cycloalkyl (e.g., cyclopentyl, cyclohexyl), a substituted cycloalkyl, an aryl (e.g., phenyl), or a substituted aryl and R2 is a chromophore (e.g., nitroso, nitro, azo dyes). This quantitative chromogenic transformation permits the detection of micromolar concentrations of cyanide in water. Furthermore, our chromogenic oxazine is insensitive to the presence of large concentrations of fluoride, chloride, bromide or iodide anions, which are generally the principal interferents in the colorimetric detection of cyanide.

摘要翻译： 设计了用于氰化物比色检测的显色恶嗪化合物。 事实上，我们化合物的[1,3]恶嗪环打开以形成响应于氰化物的酚盐发色团。 杂环化合物可以由稠合的苯并恶嗪和二氢吲哚环组成：其中R1是烷基（例如甲基，乙基，丙基，异丙基，丁基，异丁基），取代的烷基，环烷基（例如环戊基，环己基） 取代的环烷基，芳基（例如苯基）或取代的芳基，R2是发色团（例如亚硝基，硝基，偶氮染料）。 这种定量显色转化允许在水中检测微摩尔浓度的氰化物。 此外，我们的显色恶嗪对大量氟化物，氯化物，溴化物或碘化物阴离子的存在不敏感，这些阴离子通常是氰化物比色检测中的主要干扰物。

公开(公告)号：US20070221889A1

公开(公告)日：2007-09-27

申请号：US11708132

申请日：2007-02-20

申请人： Francisco Raymo ,  Massimiliano Tomasulo

发明人： Francisco Raymo ,  Massimiliano Tomasulo

IPC分类号： F21V9/08

CPC分类号： C07D498/04

摘要： We have designed a molecular switch based on the photoinduced opening and thermal closing of a [1,3]oxazine ring. A substituted [1,3]oxazine compound described as having a general (i.e., unsubstituted) structure with fused indoline and benzooxazine fragments such that they share a common bond in the [1,3]oxazine compound: (i) the bond connecting positions 1 and 2 of the indoline fragment and (ii) the bond connecting positions 2 and 3 of the benzooxazine fragment. Irradiation by light of suitable wave-length and intensity of this photochromic compound induces cleavage of a [C—O] bond of the [1,3]oxazine ring to form a phenolate chromophore. The photogenerated (e.g., colored) isomer may revert thermally to the starting (e.g., colorless) oxazine. Alternatively, the switch may be between isomers of the compound that absorb at different wavelengths. Reversible coloration of silica or polymeric materials and switching optical signals may involve many cycles of interconversion between different colored states. A colorless/colored state may be maintained by constant irradiation or chemical trapping.

摘要翻译： 我们设计了一种基于[1,3]恶嗪环的光致开放和热关闭的分子开关。 描述为具有稠合二氢吲哚和苯并恶嗪片段的通用（即未取代）结构的取代的[1,3]恶嗪化合物，使得它们在[1,3]恶嗪化合物中具有共同的键：（i）键连接位置 1和2的二氢吲哚片段和（ii）连接苯并恶嗪片段的2和3的键。 通过光照适当的波长和强度的这种光致变色化合物的照射引起[1,3]恶嗪环的[C-O]键的切割以形成酚盐发色团。 光生的（例如着色的）异构体可以热回到起始（例如，无色）恶嗪。 或者，开关可以在吸收不同波长的化合物的异构体之间。 二氧化硅或聚合材料的可逆显色和切换光信号可能涉及不同着色状态之间的许多相互转换循环。 可以通过恒定的照射或化学捕获来维持无色/有色状态。

公开(公告)号：US08252209B2

公开(公告)日：2012-08-28

申请号：US12805579

申请日：2010-08-06

申请人： Francisco M. Raymo ,  Massimiliano Tomasulo

发明人： Francisco M. Raymo ,  Massimiliano Tomasulo

IPC分类号： G02B5/23 ,  C07D265/12 ,  C07D265/00

CPC分类号： C07D498/04

摘要： We have designed a molecular switch based on the photoinduced opening and thermal closing of a [1,3]oxazine ring. A substituted [1,3]oxazine compound described as having a general (i.e., unsubstituted) structure with fused indoline and benzooxazine fragments such that they share a common bond in the [1,3]oxazine compound: (i) the bond connecting positions 1 and 2 of the indoline fragment and (ii) the bond connecting positions 2 and 3 of the benzooxazine fragment. Irradiation by light of suitable wavelength and intensity of this photochromic compound induces cleavage of a [C—O] bond of the [1,3]oxazine ring to form a phenolate chromophore. The photogenerated (e.g., colored) isomer may revert thermally to the starting (e.g., colorless) oxazine. Alternatively, the switch may be between isomers of the compound that absorb at different wavelengths. Reversible coloration of silica or polymeric materials and switching optical signals may involve many cycles of interconversion between different colored states. A colorless/colored state may be maintained by constant irradiation or chemical trapping.

摘要翻译： 我们设计了一种基于[1,3]恶嗪环的光致开放和热关闭的分子开关。 描述为具有稠合二氢吲哚和苯并恶嗪片段的通用（即未取代）结构的取代的[1,3]恶嗪化合物，使得它们在[1,3]恶嗪化合物中具有共同的键：（i）键连接位置 1和2的二氢吲哚片段和（ii）连接苯并恶嗪片段的2和3的键。 通过该光致变色化合物的适当波长和强度的光照射引起[1,3]恶嗪环的[C-O]键的切割以形成酚盐发色团。 光生的（例如着色的）异构体可以热回到起始（例如，无色）恶嗪。 或者，开关可以在吸收不同波长的化合物的异构体之间。 二氧化硅或聚合材料的可逆显色和切换光信号可能涉及不同着色状态之间的许多相互转换循环。 可以通过恒定的照射或化学捕获来维持无色/有色状态。

公开(公告)号：US08198436B2

公开(公告)日：2012-06-12

申请号：US11991355

申请日：2006-09-01

申请人： Francisco M. Raymo ,  Massimiliano Tomasulo

发明人： Francisco M. Raymo ,  Massimiliano Tomasulo

IPC分类号： C07D265/14 ,  G01N21/78

CPC分类号： G01N33/1826 ,  C07D498/04 ,  C09B19/00 ,  G01N31/22 ,  Y10T436/172307

摘要： A chromogenic oxazine compound for the colorimetric detection of cyanide was designed. Indeed, the [1,3]oxazine ring of our compound opens to form a phenolate chromophore in response to cyanide. The heterocyclic com-pound may be comprised of fused benzooxazine and indoline rings: wherein R1 is an alkyl (e.g., methyl, ethyl, propyl, isopropyl, butyl, isobutyl), a substituted alkyl, a cycloalkyl (e.g., cyclopentyl, cyclohexyl), a substituted cycloalkyl, an aryl (e.g., phenyl), or a substituted aryl and R2 is a chromophore (e.g., nitroso, nitro, azo dyes). This quantitative chromogenic transformation permits the detection of micromolar concentrations of cyanide in water. Furthermore, our chromogenic oxazine is insensitive to the presence of large concentrations of fluoride, chloride, bromide or iodide anions, which are generally the principal interferents in the colorimetric detection of cyanide.

摘要翻译： 设计了用于氰化物比色检测的显色恶嗪化合物。 事实上，我们化合物的[1,3]恶嗪环打开以形成响应于氰化物的酚盐发色团。 杂环化合物可以由稠合的苯并恶嗪和二氢吲哚环组成：其中R1是烷基（例如甲基，乙基，丙基，异丙基，丁基，异丁基），取代的烷基，环烷基（例如环戊基，环己基） 取代的环烷基，芳基（例如苯基）或取代的芳基，R2是发色团（例如亚硝基，硝基，偶氮染料）。 这种定量显色转化允许在水中检测微摩尔浓度的氰化物。 此外，我们的显色恶嗪对大量氟化物，氯化物，溴化物或碘化物阴离子的存在不敏感，这些阴离子通常是氰化物比色检测中的主要干扰物。

公开(公告)号：US20100249403A1

公开(公告)日：2010-09-30

申请号：US12733887

申请日：2008-10-17

申请人： Massimiliano Tomasulo ,  Francisco M. Raymo

发明人： Massimiliano Tomasulo ,  Francisco M. Raymo

IPC分类号： C07D498/04

CPC分类号： C09K9/02 ,  C07D498/04 ,  C09K2211/1033

摘要： Heterocyclic compounds incorporating a [1,3]oxazine ring may be used to make chromogenic materials. These molecules switch from a colorless state to a colored form upon addition of either acid or base. In both instances, the [1,3]oxazine ring opens in response to the pH change forming an indolium cation, after the addition of acid, or a phenolate anion, after the addition of base. Alternatively, the switch may occur in response to a change in electrical current or potential or a change in temperature. Chromophores absorb in the visible region of the electromagnetic spectrum. Hence, their formation translates into the appearance of color. These processes are fully reversible and the original colorless state can be regenerated by switching the pH back to neutral. Thus, these halochromic compounds can be used to develop displays, filters, indicators, lenses, sensors, switches, or windows able to switch their color in response to pH changes.

摘要翻译： 掺入[1,3]恶嗪环的杂环化合物可用于制备显色材料。 这些分子在加入酸或碱时，​​从无色状态转变为有色形式。 在这两种情况下，加入碱后，[1,3]恶嗪环响应于pH变化而形成吲哚鎓阳离子，在加入酸或酚盐阴离子之后打开。 或者，开关可以响应于电流或电位的变化或温度变化而发生。 发色团在电磁谱的可见区域吸收。 因此，它们的形成转化为颜色的外观。 这些过程是完全可逆的，原始的无色状态可以通过将pH转换回中性来再生。 因此，这些卤化铬化合物可用于开发显示器，过滤器，指示剂，透镜，传感器，开关或能够响应于pH变化而转换其颜色的窗户。

公开(公告)号：US20080213625A1

公开(公告)日：2008-09-04

申请号：US11910650

申请日：2006-04-06

申请人： Francisco M. Raymo ,  Massimiliano Tomasulo

发明人： Francisco M. Raymo ,  Massimiliano Tomasulo

IPC分类号： B32B9/04 ,  G11B3/74

CPC分类号： G11B7/246 ,  G11B7/24 ,  G11B7/2463 ,  G11B7/2467 ,  G11B7/2475 ,  G11B2007/24624

摘要： An optical storage medium 100 has a multilayer structure that includes a photochromic layer 110 having a thermally-stable photochromic compound, and a fluorescent layer 120 having a fluorescent compound. The photochromic compound is transformable between a first form and a second form. The fluorescent compound has an excitation wavelength centered in a region that is not substantially absorbed by the second form of the photochromic compound, and an emission wavelength that is absorbed by the first form and not absorbed by the second form.

摘要翻译： 光学存储介质100具有包括具有热稳定性光致变色化合物的光致变色层110和具有荧光化合物的荧光层120的多层结构。 光致变色化合物可在第一形式和第二形式之间变换。 荧光化合物具有以基本上不被第二种形式的光致变色化合物吸收的区域为中心的激发波长，以及被第一种形式吸收而不被第二种形式吸收的发射波长。