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    Photochromic compounds based on ring opening and closing of an [1,3]oxazine compound
    5.
    发明申请
    Photochromic compounds based on ring opening and closing of an [1,3]oxazine compound 有权
    基于[1,3]恶嗪化合物的开环和闭合的光致变色化合物

    公开(公告)号：US20110095243A1

    公开(公告)日：2011-04-28

    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 ,  C07D498/04 ,  C07D209/08

    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 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。

    Photochromic compounds based on ring opening and closing of a {1,3}oxazine compound
    6.
    发明授权
    Photochromic compounds based on ring opening and closing of a {1,3}oxazine compound 失效
    基于{1,3}恶嗪化合物的开环和闭合的光致变色化合物

    公开(公告)号：US07790068B2

    公开(公告)日：2010-09-07

    申请号：US11708132

    申请日：2007-02-20

    申请人： Francisco M. Raymo ,  Massimiliano Tomasulo

    发明人： Francisco M. Raymo ,  Massimiliano Tomasulo

    IPC分类号： F21V9/00 ,  G02B5/02 ,  G02C7/10 ,  G02F1/361 ,  G03B11/00

    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。

    Chemosensors Based on Quantum Dots and Oxazine Compounds
    7.
    发明申请
    Chemosensors Based on Quantum Dots and Oxazine Compounds 审中-公开
    基于量子点和恶嗪化合物的化学传感器

    公开(公告)号：US20080305047A1

    公开(公告)日：2008-12-11

    申请号：US12158213

    申请日：2006-12-19

    申请人： Francisco M. Raymo ,  Massimiliano Tomasulo ,  Ibrahim Yildiz

    发明人： Francisco M. Raymo ,  Massimiliano Tomasulo ,  Ibrahim Yildiz

    IPC分类号： A61K49/00 ,  G01N21/76 ,  C12Q1/02

    CPC分类号： G01N33/588 ,  B82Y15/00 ,  C09B43/003

    摘要： We identified a mechanism to detect chemical changes with a modified semiconductor nanoparticle (e.g., an oxazine-adsorbed CdSe—ZnS core-shell quantum dot). Our strategy is based on the chemical transformation of chromo-genie ligands adsorbed on the surface of a quantum dot. This activates an energy transfer pathway from the quantum dot to the adsorbed chromogenic ligands, which causes a change (e.g., increase or decrease) in a characteristic of fluorescent emission (e.g., intensity or lifetime). Thus, modified quantum dots acting through this mechanism can efficiently transduce a chemical event or occurrence into a change in optical signal. Our design can be adapted to signal chemical changes by a diversity of target analytes and, thus, it can be used to develop other fluorescent chemosensors based on the unique properties of quantum dots.

    摘要翻译： 我们确定了用修饰的半导体纳米颗粒（例如，恶嗪吸附的CdSe-ZnS核 - 壳量子点）检测化学变化的机制。 我们的策略是基于吸附在量子点表面上的染料配体的化学转化。 这激活了从量子点到吸附的显色配体的能量转移途径，其导致荧光发射特性（例如强度或寿命）的改变（例如增加或减少）。 因此，通过该机制起作用的经修改的量子点可以有效地将化学事件或事件转换成光信号的变化。 我们的设计可以适应于通过多种目标分析物发出化学变化，因此可以用于开发基于量子点的独特性质的其他荧光化学传感器。

    Use of oxazine compounds for making chromogenic materials
    8.
    发明授权
    Use of oxazine compounds for making chromogenic materials 失效
    使用恶嗪化合物制造显色材料

    公开(公告)号：US08304537B2

    公开(公告)日：2012-11-06

    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： C07D265/12 ,  G02B5/23 ,  C07D265/00

    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。

    Photochromic materials
    9.
    发明授权
    Photochromic materials 有权
    光致变色材料

    公开(公告)号：US08518305B2

    公开(公告)日：2013-08-27

    申请号：US12912133

    申请日：2010-10-26

    申请人： Massimiliano Tomasulo

    发明人： Massimiliano Tomasulo

    IPC分类号： G02B5/23 ,  C07F7/08 ,  C07F7/02 ,  C07D311/00 ,  C07D493/00

    CPC分类号： G03C1/73 ,  C07F7/0838 ,  C07F7/1804 ,  C09K9/02 ,  C09K2211/1088

    摘要： The present invention relates to photochromic materials that include a photochromic compound that includes a photochromic substituent (e.g., an indeno-fused naphthopyran) and at least one pendent silane group, which is bonded to the photochromic substituent. The pendent silane groups are selected from certain pendent siloxy-silane groups and/or pendent alkoxy-silane groups represented by general formulas (I) and/or (II) as described in further detail herein. The present invention also relates to photochromic articles, such as photochromic optical elements (e.g., photochromic lenses), and photochromic coating compositions (e.g., curable photochromic coating compositions), that include the photochromic materials of the present invention. The photochromic materials of the present invention have improved compatibility with compositions into which they may be incorporated, for example, coating compositions, such as urethane coating compositions.

    摘要翻译： 本发明涉及光致变色材料，其包括光致变色化合物，其包含光致变色取代基（例如茚并稠合萘并吡喃）和至少一个侧链硅烷基，其结合到光致变色取代基上。 侧链硅烷基团选自如本文进一步详细描述的某些侧链甲硅烷氧基硅烷基团和/或由通式（I）和/或（II）表示的侧挂烷氧基硅烷基团。 本发明还涉及光致变色制品，例如光致变色光学元件（例如光致变色透镜）和包含本发明的光致变色材料的光致变色涂料组合物（例如，可固化的光致变色涂料组合物）。 本发明的光致变色材料与其可以掺入的组合物，例如涂料组合物如氨基甲酸酯涂料组合物具有改善的相容性。

    PHOTOCHROMIC MATERIALS
    10.
    发明申请
    PHOTOCHROMIC MATERIALS 有权
    光致变色材料

    公开(公告)号：US20110108781A1

    公开(公告)日：2011-05-12

    申请号：US12912133

    申请日：2010-10-26

    申请人： Massimiliano Tomasulo

    发明人： Massimiliano Tomasulo

    IPC分类号： G02B5/23 ,  C07F7/18

    CPC分类号： G03C1/73 ,  C07F7/0838 ,  C07F7/1804 ,  C09K9/02 ,  C09K2211/1088

    摘要： The present invention relates to photochromic materials that include a photochromic compound that includes a photochromic substituent (e.g., an indeno-fused naphthopyran) and at least one pendent silane group, which is bonded to the photochromic substituent. The pendent silane groups are selected from certain pendent siloxy-silane groups and/or pendent alkoxy-silane groups represented by general formulas (I) and/or (II) as described in further detail herein. The present invention also relates to photochromic articles, such as photochromic optical elements (e.g., photochromic lenses), and photochromic coating compositions (e.g., curable photochromic coating compositions), that include the photochromic materials of the present invention. The photochromic materials of the present invention have improved compatibility with compositions into which they may be incorporated, for example, coating compositions, such as urethane coating compositions.

    摘要翻译： 本发明涉及光致变色材料，其包括光致变色化合物，其包含光致变色取代基（例如茚并稠合萘并吡喃）和至少一个侧链硅烷基，其结合到光致变色取代基上。 侧链硅烷基团选自如本文进一步详细描述的某些侧链甲硅烷氧基硅烷基团和/或由通式（I）和/或（II）表示的侧挂烷氧基硅烷基团。 本发明还涉及光致变色制品，例如光致变色光学元件（例如光致变色透镜）和包含本发明的光致变色材料的光致变色涂料组合物（例如，可固化的光致变色涂料组合物）。 本发明的光致变色材料与其可以掺入的组合物，例如涂料组合物如氨基甲酸酯涂料组合物具有改善的相容性。