新铜铁试剂 | 1013-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 新铜铁试剂
• 中文别名: N-亚硝基萘胲铵；新铜铁灵
• 英文名称: N-hydroxy-N-nitroso-1-naphthaleneamine, ammonium salt
• 英文别名: neocupferron；N-[1]naphthyl-N-nitroso-hydroxylamin; ammonium salt；N-[1]Naphthyl-N-nitroso-hydroxylamin; Ammonium-Salz；ammonium (N-hydroxynaphthylamino)oxoamide；Neo-cupferron；N-nitroso-N-(1-naphthyl)hydroxylamine ammonium salt；azane;N-hydroxy-N-naphthalen-1-ylnitrous amide
• CAS: 1013-20-3
• 化学式: C₁₀H₈N₂O₂*H₃N
• mdl: MFCD00043242
• 分子量: 205.216
• InChiKey: PAQKRBLMHQTWAS-UHFFFAOYSA-N

物化性质

• 熔点：
  125-126° with decompn

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.9
• 氢给体数：
  1.0
• 氢受体数：
  2.0

安全信息

• RTECS号：
  NC4375000

制备方法与用途

化学性质
白色至浅棕色片状结晶。熔点为125-126℃（分解）。能溶于水和甲醇，不溶于乙醚。

用途
是一种灵敏的试剂，用于测定铜、铁的存在。

生产方法
将137克1-硝基萘溶解在4235毫升95%乙醇中，冷却至0℃，通入氨气直至溶液饱和，再通入硫化氢气体，直至充满黄色硫化铵晶体。冷却后放置24小时，然后倾入大量冷水，滤出白色1-萘羟胺沉淀物。将沉淀物溶解在1500毫升乙醚中，并用水萃取，分出水层。在冷却下向乙醚溶液中通入氨气，同时滴加亚硝酸丁酯（每100克1-萘羟胺需用65克亚硝酸丁酯）。反应完成后，抽滤并用乙醚洗涤滤饼。将滤饼溶解于甲醇中，并加入乙醚以析出沉淀物，重复数次此过程，最终得到新铜铁灵纯品。

反应信息

• 作为反应物：
  描述：

  新铜铁试剂 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到di-1-naphthalenyl-diazene, 1-oxide
  参考文献：
  名称：

  Thermal- and photo-induced transformations of N-aryl-N-nitrosohydroxylamine ammonium salts to azoxy compounds

  摘要：

  Heating of an ethanolic solution containing N-aryl-N-nitrosohydroxylamine ammonium salts at 78 degrees C produced the desired azoxy compounds in 80-93% yields. Furthermore, irradiation with UV light (lambda greater than or equal to 300 nm) of ethanolic solutions of those ammonium salts at room temperature also provided the desired story compounds in 51-72% yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10405-1
• 作为产物：
  描述：

  N-羟基-1-萘胺 在 亚硝酸丁酯 、 氨 作用下， 以 乙醚 为溶剂， 生成 新铜铁试剂
  参考文献：
  名称：

  SYNTHESIS AND SPECTRAL DATA OF SOME NEW N-NITROSO-N-PHENYLHYDROXYLAMINE (CUPFERRON) DERIVATIVES

  摘要：

  DOI：

  10.1080/00304949809355306

文献信息

• O-Alkylation chemistry of neocupferron
  作者：Yongchun Hou、Wenhua Xie、Niroshan Ramachandran、Bulent Mutus、Adam J. Janczuk、Peng George Wang

  DOI：10.1016/s0040-4039(99)02091-2

  日期：2000.1

  O-Alkylation of N-hydroxy-N-nitroso-1-naphthalenamine ammonium salt (neocupferron) leads to two isomers, (1,4) naphthoquinone O-alkyl oxime oxime (A) and N-alkyloxy-N′-naphthyldiimide N′-oxide (B). Characterization was done by 1H, 13C NMR and X-ray analysis. These derivatives showed increased stability compared to their parent compound, neocupferron, in the ability to release nitric oxide (NO). Some

  ø的烷基化Ñ羟基Ñ亚硝基-1-萘胺铵盐（neocupferron）导致两种异构体，（1,4）萘ø -烷基肟肟（甲）和ñ -烷基氧基- ñ ' - naphthyldiimide Ñ ' -氧化物（B）。通过1 H，13 C NMR和X射线分析进行表征。与它们的母体化合物新铜铁相比，这些衍生物在释放一氧化氮（NO）的能力方面显示出更高的稳定性。这些O-烷基衍生物中的一些可以是新颖的光释放NO化合物。
• (METH)ACRYLIC ACID ESTER COMPOUND AND PRODUCTION METHOD THEREFOR
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：US20170008830A1

  公开（公告）日：2017-01-12

  Provided are a novel alicyclic ester compound and a method for producing a compound of general formula (1) at a high yield from a compound of general formula (2) and a compound of general formula (3). An adamantane compound expressed by general formula (2) and a hydroxyalkyl (meth)acrylate ester compound expressed by general formula (3) are reacted with each other by use of a dehydration condensation agent as a catalyst to obtain an alicyclic ester compound expressed by general formula

  提供了一种新的脂环酯化合物及从一般式(2)和一般式(3)的化合物高产得到一般式(1)化合物的方法。通过使用脱水缩合剂作为催化剂，将一般式(2)表示的金刚烷化合物和一般式(3)表示的羟基烷基（甲基）丙烯酸酯化合物相互反应，得到一种表示为一般式的脂环酯化合物。
• METHOD FOR PRODUCING NOVEL ALI CYCLIC ESTER COMPOUND, NOVEL ALICYCLIC ESTER COMPOUND, (METH)ACRYLIC COPOLYMER PRODUCED BY POLYMERIZING SAID COMPOUND, AND PHOTOSENSITIVE RESIN COMPOSITION USING SAID COPOLYMER
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：US20160355461A1

  公开（公告）日：2016-12-08

  Provided are a resist and a compound for the resist improving the sensitivity, the resolution and the line edge roughness (LER) in a good balance without spoiling basic properties of a chemical amplification resist such as pattern shape, dry etching resistance, heat resistance and the like. Provided are a method for producing an alicyclic ester compound expressed by general formula (1), an alicyclic ester compound expressed by general formula (1), a (meth)acrylic copolymer obtained by polymerization of the alicyclic ester compound, and a photosensitive resin composition containing the (meth)acrylic copolymer. A method for producing an alicyclic ester compound expressed by general formula (1) includes reacting an adamantane compound expressed by general formula (2) with hydroxyalkylamine expressed by general formula (3) to produce an adamantaneamide compound expressed by general formula (4), and then reacting the adamantaneamide compound expressed by general formula (4) with (meth)acrylic acid.

  提供了一种抗蚀剂和化合物，用于在不破坏化学放大抗蚀剂的基本性能（如图案形状、干法蚀刻抗性、耐热性等）的情况下，平衡提高敏感性、分辨率和线边粗糙度（LER）。提供了一种制备由通式（1）表示的脂环酯化合物的方法，一种由通式（1）表示的脂环酯化合物，通过聚合脂环酯化合物得到的（甲）基丙烯酸酯共聚物，以及含有（甲）基丙烯酸酯共聚物的光敏树脂组合物。制备由通式（1）表示的脂环酯化合物的方法包括将由通式（2）表示的金刚烷化合物与由通式（3）表示的羟基烷基胺反应，生成由通式（4）表示的金刚酰胺化合物，然后将由通式（4）表示的金刚酰胺化合物与（甲）基丙烯酸反应。
• COMPOUND, (CO)POLYMER, COMPOSITION, METHOD FOR FORMING PATTERN, AND METHOD FOR PRODUCING COMPOUND
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：US20220119336A1

  公开（公告）日：2022-04-21

  The present invention has an object to provide a composition or the like capable of forming a film having high resolution and high sensitivity. The above object can be achieved by the following compound. An iodine-containing (meth)acrylate compound represented by the general formula (1): wherein R 1 represents a hydrogen atom, a methyl group, or halogen; each R 2 independently represents a hydrogen atom, a linear organic group having 1 to 20 carbon atoms, a branched organic group having 3 to 20 carbon atoms, or a cyclic organic group having 3 to 20 carbon atoms; A represents an organic group having 1 to 30 carbon atoms; n 1 represents 0 or 1; and n 2 represents an integer of 1 to 20.

  本发明的目的是提供一种能形成高分辨率和高灵敏度薄膜的组合物或类似物。上述目的可以通过以下化合物实现。一种含碘的（甲基）丙烯酸酯化合物，其表示为通式（1）：其中，R1代表氢原子、甲基基团或卤素；每个独立的R2代表具有1到20个碳原子的线性有机基团、具有3到20个碳原子的支链有机基团或具有3到20个碳原子的环状有机基团；A代表具有1到30个碳原子的有机基团；n1代表0或1；n2代表1到20的整数。
• METHOD FOR PRODUCING ADAMANTYL (METH)ACRYLATES
  申请人：Furukawa Kikuo

  公开号：US20100168464A1

  公开（公告）日：2010-07-01

  The present invention provides an efficient production method suitable to industrial-scale production not requiring column purification for adamantyl (meth)acrylates having an adamantane skeleton and useful as monomers for use for resins excellent in optical properties, etc. A method for producing adamantyl (meth)acrylates of formulae (3) and (4), includes a reaction step of reacting a compound of formula (1) with a (meth)acryloyl halide or a (meth)acrylic anhydride in a reaction solution to give a mixture of compounds of formulae (2) to (4), and a separation step of separating the mixture of compounds of formulae (2) to (4), wherein the separation step comprises an extraction step of extracting compounds of formulae (2) and (3) from the reaction solution with a mixed solvent of water and a polar organic solvent, thereby giving a water/polar organic solvent solution containing the compounds of formulae (2) and (3) and the mixed solvent, and a back-extraction step of back-extracting the compound of formula (3) from the water/polar organic solvent solution with a non-polar organic solvent: wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and Y 1 and Y 2 are the same or different, each representing a hydrogen atom, lithium, sodium, or a magnesium halide group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; and R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and R 5 represents a hydrogen atom or a methyl group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and R 5 and R 6 are the same or different, each representing a hydrogen atom or a methyl group.

  本发明提供了一种高效的制备方法，适用于工业规模生产，无需柱层纯化，用作树脂单体的具有金刚烷骨架的金刚烷基（甲基）丙烯酸酯，其具有优异的光学性能等。一种制备式（3）和（4）的金刚烷基（甲基）丙烯酸酯的方法，包括将式（1）的化合物与（甲基）丙烯酰卤或（甲基）丙烯酸酐在反应溶液中反应，以得到式（2）至（4）的化合物混合物的反应步骤，以及分离步骤，其中分离步骤包括用水和极性有机溶剂的混合溶剂从反应溶液中提取式（2）和（3）的化合物的萃取步骤，从而得到含有式（2）和（3）的化合物和混合溶剂的水/极性有机溶剂溶液，以及用非极性有机溶剂从水/极性有机溶剂溶液中回萃取式（3）的化合物的回萃取步骤：其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；Y1和Y2相同或不同，分别表示氢原子，锂，钠或镁卤素基，其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；R5表示氢原子或甲基，其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；R5和R6相同或不同，分别表示氢原子或甲基。