CAS号 [117-17-9] 生产工艺。  1-硝基-2-乙氧基萘

CAS名：Naphthalene, 2-ethoxy-1-nitro-    历史参考文献：Beil. 6, 653; E1, 315; E2, 608; E3, 3003; E4, 4307.

用途：直接蓝和直接绿染料。LookChem网登录生产与经营单位4家。 反应类别：硝化。

BIOS 1152, 99-101.（=胶卷 PB 81027）。1-Nitro-2-naphthyl ethyl ether (1-Nitro-2-ethoxynaphthalene) (Leverkusen).英国人译自德文。

反应式：本人有加注，译者未说明资料来源，本人暂未找到德文原件。

Plant: 1000 l. enameled pan with porcelain agitator 35 r.p.m. heated in water batch.。   2000 l. porcelain blow-egg.。

      4000 l.  C.I. jacketed washer.。   8000 l. collecting vessel.。

Materials:  2-Naphthyl ethyl ether  C. Pt. 35℃.。   Nitric acid 450Be’ = 78% (diluted to 38% for 1st  batch).。   o-Dichlorobenzene.。

Process:  (a) Nitration.

The nitrator is charged with 200 kg. of o-dichlorobenzene and 260 kg. of 2-naphthyl ethyl ether and the solution heated to 40℃.  580 kg. of 38% nitric acid are run in during 7 hours at 43-45℃.  During the addition a very thick suspension is formed but this later thins out giving a red-brown mass.  After stirring for a further 4 hours, the batch is allowed to settle for 2 hours and the acid layer is sucked to the blown-egg.  The remaining mixture in the nitrator is washed 4 times with 500 l. of water at 60℃. until it is neutral to Congo paper.

The oil is sucked to the collecting vessel and is blown from there to the washer.  Six batches are combined and washed for 0.5 hour with 1500 l. of water at 600 containing 150 kg. of soda ash.  The wash liquor, after settling, is blown to the collecting vessel, and the oil then washed three times with 1500 l. of water at 600 until the last washing is only slightly yellow in colour.

The combined wash liquors in the collecting vessel are blown to drain via a pipe lowered into the batch; any oil settles on the bottom of the vessel and is blown to the washer along with the next batch.

The washed batch is charged into iron drums and transferred to the crystallization plant.  The spent acid from the nitration, amounting to 350 l. of 21-22% nitric acid, is blown back to the nitric acid storage vessel and fortified with 160 kg. of 78% nitric acid to give 38% acid for the next nitration.

100 kg. charge (2-naphthyl ethyl ether and o-dichlorobenzene)  à 113.7 kg. nitro-oil. (Theory = 114.1).

(b) Crystallisation:  Plant:  3500 l. stirred vessel.   Ammonia refrigeration.

Process:

The crystallizer is charged with one batch of nitration mixture (≈6 nitration).  It is heated to 70-800 in 8-10 hours and cooled with ammonia cooling to + 12℃.  The crystalline mass is charged to a big enclosed filter and sucked as free from oil as possible.  The crystals are then washed with water and pulled as dry as possible.

Yield from crystallizer = 1680 kg. act. wt. ≈ 495 kg. NaNO2 (Theory = 621 NaNO2) = 79% theory.

Output from crystallizer: 3 batches per week of 6 days.  The plant is also used for other crystallization.

Filtrate: The filtrate is worked up in another dspartment for recovery of o-dichlorobenzene.

Quality: C. Pt. = 95-100℃.

Notes: In the nitration stage, the 1-nitro-2-naphthyl ethyl ether is accompanied by small proportions of 6- and 8-nitro-compounds.

细田豊 《理论制造染料化学》。1957年。 P. 545.  1-Nitro-2-naphthyl ethyl ether (1-Nitro-2-ethoxynaphthalene). 译自PB 81027.

o-ジクロルベンゼン200 kg + 2-ナフチルエチルエ- テル260 kgに38% 硝酸580 kgを43-450で7 hに加え，4 h搅拌，2 h静置後酸层をぬき，600の水500 l で4回洗い，6回分を集めてNa2CO3 150 kg + 水（600）1.5 m3と0.5 h搅拌後分离し，600の湯で水洗する。废酸21-22% HNO3 350 l. は78% HNO3 160 kgを加え38%にして使用する。粗制ニトロ油1,1775 kg.

粗油を结晶机で70-800に热し,8-10 hで120に冷し，结晶を滤過し，水洗する。1,680 kg (c. pt. 95-1000)。收率79%。残油は多少6- および8- ニトロ化合物を含む。

张澍声 《精细化工中间体工业生产技术》。《染料工业》编辑部 出版。 1996年。 P. 213-214. 1-硝基-2-乙氧基萘。译自BIOS 1152.

在锅中先加入200 kg 邻二氯苯和260 kg 2-乙氧基萘，在43-45℃于7小时内加入580 kg 38% 硝酸，搅拌4小时，静置2小时后，分离去酸层，用500 L 60℃的水洗涤4次。将6批硝化物合并，加150 kg碳酸钠和1500 L 60℃的水，搅拌0.5小时后分离，用60℃的热水洗涤。得到粗品1-硝基-2-乙氧基萘1775 kg，含21-22% 硝酸的废酸350 L加入160 kg 78% 硝酸，得到的38% 硝酸可以复用。

粗品加热至70-80℃，在8-10小时冷至12℃，过滤出结晶，水洗，得1680 kg 纯品，熔点95-100℃，收率79%。

国内化工产品出版物：

本人手头资料有限，暂未见到有报导。

国内染料专业出版物：

何岩彬 主编 《染料品种大全》。沈阳出版社 出版。 2018年。 P. 1851-2038. 《染料中间体及可合成的染料》。

    1-硝基-2-乙氧基萘，未见有编入。但其还原物，再经磺化的产品，请见p. 1963。 5-氨基-6-乙氧基-2-萘磺酸。有编目。

陈忠源 2019年7月27日星期六。