CN102267887A - 1-hydroxy cyclohexyl phenyl ketone synthesis of - Google Patents

1-hydroxy cyclohexyl phenyl ketone synthesis of Download PDF

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CN102267887A
CN102267887A CN2011102006329A CN201110200632A CN102267887A CN 102267887 A CN102267887 A CN 102267887A CN 2011102006329 A CN2011102006329 A CN 2011102006329A CN 201110200632 A CN201110200632 A CN 201110200632A CN 102267887 A CN102267887 A CN 102267887A
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cyclohexyl
phenyl ketone
chloride
reaction
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周东
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连云港升南化学有限公司
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Abstract

本发明是一种1-羟基环己基苯基甲酮的合成工艺,其特征在于,该合成工艺以环己基甲酸为原料经酰化、傅克、碱解反应得到1-羟基环己基苯基甲酮粗品,再经精蒸、结晶、干燥得到1-羟基环己基苯基甲酮成品。 The present invention is a process for the synthesis of 1-hydroxy cyclohexyl phenyl ketone, characterized in that, in the synthesis process as a raw material cyclohexyl carboxylate by acylation, Friedel-Crafts, the alkaline hydrolysis reaction of 1-hydroxy cyclohexyl phenyl methyl The crude ketone, and then steamed refined, crystallized and dried to give 1-hydroxy cyclohexyl phenyl ketone finished. 本发明工艺更为合理,生产过程无二氧化硫气体放出,生成的氯化钠对环境污染较小,产品产率较高。 The present invention is more reasonable process, the production process without sulfur dioxide gas evolution, generating less environmental pollution NaCl, higher product yield.

Description

1-羟基环己基苯基甲酮的合成工艺 1-hydroxy cyclohexyl phenyl ketone synthesis of

技术领域 FIELD

[0001] 本发明涉及一种1-羟基环己基苯基甲酮的合成工艺。 [0001] The present invention relates to a process for the synthesis of 1-hydroxy cyclohexyl phenyl methanone. 背景技术 Background technique

[0002] 现有技术制备1-羟基环己基苯基甲酮合成工艺主要为:环己基甲酸经氯化亚砜氯化、环己基酰氯与苯酰基化生成中间体环己基苯甲酮,后者经溴化再水解生成为1-溴环己基苯基甲酮。 [0002] the prior art the preparation of 1-hydroxy cyclohexyl phenyl ketone as the main synthesis: cyclohexyl carboxylic acid chloride by thionyl chloride, cyclohexyl chloride and benzene generated acylated intermediate cyclohexyl phenyl ketone, the latter hydrolysis be brominated and then 1-bromo-cyclohexyl phenyl ketone. 该工艺的缺陷是产生的二氧化硫,溴化钠等物质对环境污染加大,产物收率较低等。 The disadvantage of this process is to produce sulfur dioxide, sodium bromide and other substances to increase the environmental pollution, low product yield and the like.

发明内容 SUMMARY

[0003] 本发明所要解决的技术问题是针对现有技术的不足,提供一种工艺更为合理、安全环保、产物收率较高的1-羟基环己基苯基甲酮的合成工艺。 [0003] The present invention solves the technical problem of the deficiency of the prior art, there is provided a process can be rationalized, safety and environmental protection, higher product yield 1-hydroxy cyclohexyl phenyl ketone synthetic process.

[0004] 本发明所要解决的技术问题是通过以下的技术方案来实现的。 [0004] The present invention solves the technical problem is achieved by the following technical solutions. 本发明是一种1-羟基环己基苯基甲酮的合成工艺,其特点是,其步骤如下: The present invention is a process for the synthesis of 1-hydroxy cyclohexyl phenyl ketone, which is characterized by, the following steps:

⑴酰化:将环己基甲酸投加入反应釜内,升温到35士2°C,加入三氯化磷,60士2°C保温至少4小时后,分去无机层,得环己甲酰氯;其中,原料环己基甲酸与三氯化磷的重量比为1. 8-2. 2:1; ⑴ acylation: After the reaction kettle was added cyclohexyl cast acid, warmed to 35 persons 2 ° C, was added phosphorus trichloride, incubated 60 persons 2 ° C for at least 4 hours and minutes to the inorganic layer, in cyclohexyl chloride; wherein the weight of the feed acid with cyclohexyl chloride ratio of phosphorus to 1. 8-22: 1;.

⑵傅克反应:将苯及催化剂三氯化铝加入到反应釜中,降温至5-10°C后,滴加步骤(1)制得的环己甲酰氯,苯、三氯化铝与环己甲酰氯的重量比为9:2. 9-3. 1:3. 16-3. 36, 15士2°C至少2. 5小时,得到环己基苯基甲酮与三氯化铝的络和物; ⑵ Friedel-Crafts reaction: The catalyst is aluminum trichloride and benzene was added to the reactor, after cooling to 5-10 ° C, solution of step (1) was obtained cyclohexyl chloride, benzene, aluminum trichloride and the ring hexyl chloride weight ratio of 9: 29-31: 316-336, at least 15 persons 2 ° C 2.5 hours, obtain network cyclohexyl phenyl ketone with aluminum chloride thereof and;

⑶水解反应:将适量的质量浓度为1. 5-2. 5%的稀盐酸中加入络合物中,搅拌分层,分去含三氯化铝水层,然后加入适量水洗酸,至PH>5时结束,最后通过蒸馏脱去未反应原料苯,得环己基苯基甲酮; ⑶ hydrolysis: The appropriate amount of 5-25 mass concentration of 1% diluted hydrochloric acid was added to the complex, layered stirring, aluminum trichloride containing points to the aqueous layer, washed with water and then adding an appropriate amount of acid to PH > 5 ends, and finally removed by distillation and the unreacted benzene to give cyclohexyl phenyl ketone;

⑷氯化反应:将环己基苯基甲酮投加到氯化釜中,升温至60士2°C,后通入氯气,反应结束,得1-氯环己基苯基甲酮; ⑷ chlorination reaction: Cyclohexyl phenyl ketone administered chloride added to the kettle and heated to 60 persons 2 ° C, the chlorine gas, the reaction was completed, 1-chloro-cyclohexyl phenyl ketone;

⑶碱解反应:按重量比1 :0. 95-1. 10将1-氯环己基苯基甲酮投加到液碱中,搅拌至反应结束,然后加入甲苯萃取,分掉水相,脱溶,回收甲苯,得到1-羟基环己基苯甲酮粗品; ⑶ alkaline hydrolysis reaction: a weight ratio of 1: 095-110 methanone Phenyl-cyclohexyl-1-chloro-administered Ionic was added, with stirring until completion of the reaction, the toluene extract was then added, the aqueous phase points out, de solution recovered toluene, 1-hydroxy cyclohexyl phenyl ketone crude;

(6)精制:将1-羟基环己基苯甲酮粗品放入精馏釜内,在罗茨泵减压下,精馏产品,收集馏分;把精馏出来的产品投入到结晶釜内,再用石油醚溶解重结晶,然后离心分离,蒸馏母液蒸出溶剂石油醚回用,湿品烘干后得成品1-羟基环己基苯甲酮。 (6) purified: The 1-hydroxycyclohexyl phenyl ketone the crude product into the distillation kettle, vacuum pumps under reduced pressure, distillation product, fractions were collected; the distillation out of the product put into the crystallizer, and then dissolved in petroleum ether, then centrifuged, the mother liquor was evaporated the solvent was distilled petroleum ether reuse, the wet product dried to obtain the finished 1-hydroxycyclohexyl phenyl ketone.

[0005] 以上所述的1-羟基环己基苯基甲酮的合成工艺的优选技术方案是: 1、步骤(1)中,原料环己基甲酸与三氯化磷的重量比为2 : 1。 [0005] The above-described synthesis of 1-hydroxy cyclohexyl phenyl ketone are preferred technical solution: 1, step (1), the weight of the feed cyclohexyl carboxylic acid of phosphorus and chloride ratio of 2: 1.

[0006] 2、步骤(2)中,苯、三氯化铝与环己甲酰氯的重量比为9:3:3. 26。 [0006] 2, Step (2), benzene, aluminum chloride and cyclohexyl chloride weight ratio of 9: 3: 326.

[0007] 3、步骤(2)反应产生的氯化氢气体通过三级喷淋吸收并回收套用;步骤(4)反应产生的含氯尾气采用降膜加碱液吸收;反应产生的氯化氢气体通过三级喷淋吸收并回收套用。 [0007] 3, Step (2) produced by the reaction of hydrogen chloride gas is absorbed and recovered three spray applied; chlorine-containing exhaust gas in step (4) using a falling film reaction lye absorber; hydrogen chloride gas produced by the reaction of three spray absorbed and recycled and reused. [0008] 本发明合成工艺的主要反应方程式如下 [0008] The main process of the present invention were synthesized following equation

⑴酰化: ⑴ acylated:

Figure CN102267887AD00041

⑵傅克 ⑵ Friedel

Figure CN102267887AD00042

⑶水解 ⑶ hydrolysis

Figure CN102267887AD00043

⑷氯化 ⑷ chloride

Figure CN102267887AD00044

ω碱解 ω alkaline hydrolysis

Figure CN102267887AD00045

[0009] 与现有技术相比,本发明工艺更为合理,生产过程无二氧化硫气体放出,生成的氯化钠对环境污染较小,产品产率较高。 [0009] Compared with the prior art, the process of the present invention is more reasonable production process without sulfur dioxide gas evolution, generating less environmental pollution NaCl, higher product yield.

具体实施方式 Detailed ways

[0010] 以下进一步描述本发明的具体技术方案,以便于本领域的技术人员进一步地理解本发明,而不构成对其权利的限制。 [0010] The following further describe specific aspect of the present invention, to further understanding of the invention to those skilled in the art, without limiting their rights.

[0011] 实施例1,一种1-羟基环己基苯基甲酮的合成工艺,其步骤如下: [0011] Example 1 A 1-hydroxy cyclohexyl phenyl ketone synthetic process embodiment, the following steps:

⑴酰化:将环己基甲酸投加入反应釜内,升温到33°c,加入三氯化磷,58°C保温至少4 小时后,分去无机层,得环己甲酰氯;其中,原料环己基甲酸与三氯化磷的重量比为1.8:1; ⑴ acylation: After administration cyclohexyl acid was added to the kettle and heated to 33 ° c, was added phosphorus trichloride, 58 ° C incubation for at least 4 hours and minutes to the inorganic layer, in cyclohexyl chloride; wherein the ring material by weight of formic acid and of phosphorus hexyl chloride ratio of 1.8: 1;

⑵傅克反应:将苯及催化剂三氯化铝加入到反应釜中,降温至5°C后,滴加步骤(1) 制得的环己甲酰氯,苯、三氯化铝与环己甲酰氯的重量比为9:2. 9:3. 16,13°C至少2. 5小时,得到环己基苯基甲酮与三氯化铝的络和物; ⑵ Friedel-Crafts reaction: The catalyst is aluminum trichloride and benzene was added to the reactor, after cooling to 5 ° C, solution of step (1) was obtained cyclohexyl chloride, benzene, aluminum chloride and methyl-cyclohexyl chloride in a weight ratio of 9: 2 9: 3 16,13 ° C of at least 2.5 hours, to give a cyclohexyl phenyl ketone with aluminum trichloride and complex thereof;.

⑶水解反应:将适量的质量浓度为1. 5%的稀盐酸中加入络合物中,搅拌分层,分去含三氯化铝水层,然后加入适量水洗酸,至pH>5时结束,最后通过蒸馏脱去未反应原料苯,得环己基苯基甲酮; ⑶ hydrolysis reaction: the concentration of the appropriate amount of 1.5% of the complex was added dilute hydrochloric acid, stirred layer upon layer, containing aluminum trichloride to the aqueous layer, washed with water and then adding an appropriate amount of acid, to a pH> 5 End Finally, removal of unreacted starting material by distillation of benzene, in cyclohexyl phenyl ketone;

⑷氯化反应:将环己基苯基甲酮投加到氯化釜中,升温至58°C,后通入氯气,反应结束,得1-氯环己基苯基甲酮;⑶碱解反应:按重量比1 :0. 95将1-氯环己基苯基甲酮投加到液碱中,搅拌至反应结束,然后加入甲苯萃取,分掉水相,脱溶,回收甲苯,得到ι-羟基环己基苯甲酮粗品; ⑷ chlorination reaction: Cyclohexyl phenyl ketone administered chloride added to the kettle and heated to 58 ° C, the chlorine gas, the reaction was completed, 1-chloro-cyclohexyl phenyl ketone; ⑶ alkaline hydrolysis reaction: a weight ratio of 1: 095 1-chloro-cyclohexyl phenyl ketone was added administered Ionic stirred until completion of the reaction, the toluene extract was then added, the aqueous phase points out, desolventized, recovering toluene, to give hydroxy ι- cyclohexyl crude benzophenone;

(6)精制:将1-羟基环己基苯甲酮粗品放入精馏釜内,在罗茨泵减压下,精馏产品,收集馏分;把精馏出来的产品投入到结晶釜内,再用石油醚溶解重结晶,然后离心分离,蒸馏母液蒸出溶剂石油醚回用,湿品烘干后得成品ι-羟基环己基苯甲酮。 (6) purified: The 1-hydroxycyclohexyl phenyl ketone the crude product into the distillation kettle, vacuum pumps under reduced pressure, distillation product, fractions were collected; the distillation out of the product put into the crystallizer, and then dissolved in petroleum ether, then centrifuged, the mother liquor was evaporated the solvent was distilled petroleum ether reuse, the wet product dried to obtain the finished ι- hydroxycyclohexyl phenyl ketone.

[0012] 实施例2,一种1-羟基环己基苯基甲酮的合成工艺,其步骤如下: [0012] Example 2 A 1-hydroxy cyclohexyl phenyl ketone synthetic process embodiment, the following steps:

⑴酰化:将环己基甲酸投加入反应釜内,升温到37°C,加入三氯化磷,62°C保温至少4 小时后,分去无机层,得环己甲酰氯;其中,原料环己基甲酸与三氯化磷的重量比为2. 2:1; ⑴ acylation: After administration cyclohexyl acid was added to the kettle and heated to 37 ° C, was added phosphorus trichloride, 62 ° C incubation for at least 4 hours and minutes to the inorganic layer, in cyclohexyl chloride; wherein the ring material hexyl weight of formic acid and of phosphorus trichloride ratio of 2.2: 1;

⑵傅克反应:将苯及催化剂三氯化铝加入到反应釜中,降温至10°C后,滴加步骤(1)制得的环己甲酰氯,苯、三氯化铝与环己甲酰氯的重量比为9: 3.1: 3.36,15士2°〇至少2. 5小时,得到环己基苯基甲酮与三氯化铝的络和物; ⑵ Friedel-Crafts reaction: The catalyst is aluminum trichloride and benzene was added to the reactor, after cooling to 10 ° C, solution of step (1) was obtained cyclohexyl chloride, benzene, aluminum chloride and methyl-cyclohexyl chloride in a weight ratio of 9: 3.1: 2 ° 3.36,15 billion persons at least 2.5 hours, to give a cyclohexyl phenyl ketone with aluminum trichloride and complex thereof;

⑶水解反应:将适量的质量浓度为2. 5%的稀盐酸中加入络合物中,搅拌分层,分去含三氯化铝水层,然后加入适量水洗酸,至pH>5时结束,最后通过蒸馏脱去未反应原料苯,得环己基苯基甲酮; ⑶ hydrolysis reaction: the concentration of the appropriate amount of 2.5% of the complex was added dilute hydrochloric acid, stirred layer upon layer, containing aluminum trichloride to the aqueous layer, washed with water and then adding an appropriate amount of acid, to a pH> 5 End Finally, removal of unreacted starting material by distillation of benzene, in cyclohexyl phenyl ketone;

⑷氯化反应:将环己基苯基甲酮投加到氯化釜中,升温至62°C,后通入氯气,反应结束,得1-氯环己基苯基甲酮; ⑷ chlorination reaction: Cyclohexyl phenyl ketone administered chloride added to the kettle and heated to 62 ° C, the chlorine gas, the reaction was completed, 1-chloro-cyclohexyl phenyl ketone;

⑶碱解反应:按重量比1 :1. 10将1-氯环己基苯基甲酮投加到液碱中,搅拌至反应结束,然后加入甲苯萃取,分掉水相,脱溶,回收甲苯,得到1-羟基环己基苯甲酮粗品; ⑶ alkaline hydrolysis reaction: a weight ratio of 1: 1 1-Chloro-10-cyclohexyl phenyl ketone was added administered Ionic stirred until completion of the reaction, the toluene extract was then added, the aqueous phase points out, desolventized, recovering toluene , 1-hydroxy cyclohexyl phenyl ketone crude;

(6)精制:将1-羟基环己基苯甲酮粗品放入精馏釜内,在罗茨泵减压下,精馏产品,收集馏分;把精馏出来的产品投入到结晶釜内,再用石油醚溶解重结晶,然后离心分离,蒸馏母液蒸出溶剂石油醚回用,湿品烘干后得成品1-羟基环己基苯甲酮。 (6) purified: The 1-hydroxycyclohexyl phenyl ketone the crude product into the distillation kettle, vacuum pumps under reduced pressure, distillation product, fractions were collected; the distillation out of the product put into the crystallizer, and then dissolved in petroleum ether, then centrifuged, the mother liquor was evaporated the solvent was distilled petroleum ether reuse, the wet product dried to obtain the finished 1-hydroxycyclohexyl phenyl ketone.

[0013] 实施例3,一种1-羟基环己基苯基甲酮的合成工艺,其步骤如下: [0013] Example 3 A 1-hydroxy cyclohexyl phenyl ketone synthetic process embodiment, the following steps:

⑴酰化:将环己基甲酸投加入反应釜内,升温到35°C,加入三氯化磷,60°C保温至少4 小时后,分去无机层,得环己甲酰氯;其中,原料环己基甲酸与三氯化磷的重量比为2:1; ⑴ acylation: The inner cyclohexylcarboxylate administered into a reactor and heated to 35 ° C, was added phosphorus trichloride, after incubation 60 ° C for at least 4 hours and minutes to the inorganic layer, in cyclohexyl chloride; wherein the ring material by weight of formic acid and of phosphorus hexyl chloride ratio of 2: 1;

⑵傅克反应:将苯及催化剂三氯化铝加入到反应釜中,降温至8°C后,滴加步骤(1) 制得的环己甲酰氯,苯、三氯化铝与环己甲酰氯的重量比为9:3:3. 26,15°C至少2. 5小时, 得到环己基苯基甲酮与三氯化铝的络和物; ⑵ Friedel-Crafts reaction: The catalyst is aluminum trichloride and benzene was added to the reactor, after cooling to 8 ° C, solution of step (1) was obtained cyclohexyl chloride, benzene, aluminum chloride and methyl-cyclohexyl chloride in a weight ratio of 9: 3: 3 26,15 ° C of at least 2.5 hours, to give a cyclohexyl phenyl ketone with aluminum trichloride and complex thereof;.

⑶水解反应:将适量的质量浓度为2. 0%的稀盐酸中加入络合物中,搅拌分层,分去含三氯化铝水层,然后加入适量水洗酸,至pH>5时结束,最后通过蒸馏脱去未反应原料苯,得环己基苯基甲酮; ⑶ hydrolysis reaction: the concentration of the appropriate amount of 2.0% of the complex was added diluted hydrochloric acid and stirred layer upon layer, containing aluminum trichloride to the aqueous layer, washed with water and then adding an appropriate amount of acid, to a pH> 5 End Finally, removal of unreacted starting material by distillation of benzene, in cyclohexyl phenyl ketone;

⑷氯化反应:将环己基苯基甲酮投加到氯化釜中,升温至60°C,后通入氯气,反应结束,得1-氯环己基苯基甲酮; ⑷ chlorination reaction: Cyclohexyl phenyl ketone administered chloride added to the kettle and heated to 60 ° C, the chlorine gas, the reaction was completed, 1-chloro-cyclohexyl phenyl ketone;

⑶碱解反应:按重量比1 :1. 06将1-氯环己基苯基甲酮投加到液碱中,搅拌至反应结束,然后加入甲苯萃取,分掉水相,脱溶,回收甲苯,得到1-羟基环己基苯甲酮粗品; ⑶ alkaline hydrolysis reaction: a weight ratio of 1: 106 was added to the phenyl ketone administered Ionic l-chloro-cyclohexyl, stirred until completion of the reaction, the toluene extract was then added, the aqueous phase points out, desolventized, recovering toluene , 1-hydroxy cyclohexyl phenyl ketone crude;

(6)精制:将1-羟基环己基苯甲酮粗品放入精馏釜内,在罗茨泵减压下,精馏产品,收集馏分;把精馏出来的产品投入到结晶釜内,再用石油醚溶解重结晶,然后离心分离,蒸馏母液蒸出溶剂石油醚回用,湿品烘干后得成品1-羟基环己基苯甲酮。 (6) purified: The 1-hydroxycyclohexyl phenyl ketone the crude product into the distillation kettle, vacuum pumps under reduced pressure, distillation product, fractions were collected; the distillation out of the product put into the crystallizer, and then dissolved in petroleum ether, then centrifuged, the mother liquor was evaporated the solvent was distilled petroleum ether reuse, the wet product dried to obtain the finished 1-hydroxycyclohexyl phenyl ketone.

[0014] 步骤(2)反应产生的氯化氢气体通过三级喷淋吸收并回收套用;步骤(4)反应产生的含氯尾气采用降膜加碱液吸收;反应产生的氯化氢气体通过三级喷淋吸收并回收套用。 [0014] Step (2) produced by the reaction of hydrogen chloride gas is absorbed and recovered three spray applied; step (4) a chlorine-containing off-gas reaction using a falling film absorption lye; hydrogen chloride gas produced by the reaction of three spray absorbed and recycled and reused.

5 5

Claims (4)

1. 一种1-羟基环己基苯基甲酮的合成工艺,其特征在于,其步骤如下:⑴酰化:将环己基甲酸投加入反应釜内,升温到35士2°C,加入三氯化磷,60士2°C保温至少4小时后,分去无机层,得环己甲酰氯;其中,原料环己基甲酸与三氯化磷的重量比为1. 8-2. 2:1 ;⑵傅克反应:将苯及催化剂三氯化铝加入到反应釜中,降温至5-10°C后,滴加步骤(1)制得的环己甲酰氯,苯、三氯化铝与环己甲酰氯的重量比为9:2. 9-3. 1:3. 16-3. 36, 15士2°C至少2. 5小时,得到环己基苯基甲酮与三氯化铝的络和物;⑶水解反应:将适量的质量浓度为1. 5-2. 5%的稀盐酸中加入络合物中,搅拌分层,分去含三氯化铝水层,然后加入适量水洗酸,至PH>5时结束,最后通过蒸馏脱去未反应原料苯,得环己基苯基甲酮;⑷氯化反应:将环己基苯基甲酮投加到氯化釜中,升温至60士2°C,后通入氯气, A 1-hydroxy cyclohexyl phenyl ketone synthesis process, wherein the following steps: ⑴ acylation: The cyclohexyl carboxylic acid administered to the kettle and heated to 35 persons 2 ° C, was added trichloromethyl phosphorus, 60 persons 2 ° C after incubation for at least 4 hours and minutes to the inorganic layer, in cyclohexyl chloride; wherein the weight of the feed acid with cyclohexyl chloride ratio of phosphorus to 1. 8-22: 1; ⑵ Friedel-Crafts reaction: the catalyst is aluminum trichloride and benzene was added to the reactor, after cooling to 5-10 ° C, solution of step (1) was obtained cyclohexyl chloride, benzene, aluminum trichloride and the ring hexyl chloride weight ratio of 9: 29-31: 316-336, at least 15 persons 2 ° C 2.5 hours, obtain network cyclohexyl phenyl ketone with aluminum chloride and thereof; ⑶ hydrolysis: the appropriate amount of 5-25 mass concentration of 1% diluted hydrochloric acid was added to the complex, layered stirring, aluminum trichloride containing points to the aqueous layer, washed with water and then adding an appropriate amount of acid to PH> 5 at the end, and finally removing the unreacted raw materials by distillation of benzene, in cyclohexyl phenyl ketone; ⑷ chlorination reaction: cyclohexyl phenyl ketone administered chloride added to the kettle and heated to 60 persons 2 ° C, the chlorine gas, 应结束,得1-氯环己基苯基甲酮;⑶碱解反应:按重量比1 :0. 95-1. 10将1-氯环己基苯基甲酮投加到液碱中,搅拌至反应结束,然后加入甲苯萃取,分掉水相,脱溶,回收甲苯,得到1-羟基环己基苯甲酮粗品;(6)精制:将1-羟基环己基苯甲酮粗品放入精馏釜内,在罗茨泵减压下,精馏产品,收集馏分;把精馏出来的产品投入到结晶釜内,再用石油醚溶解重结晶,然后离心分离,蒸馏母液蒸出溶剂石油醚回用,湿品烘干后得成品1-羟基环己基苯甲酮。 Should be ended, 1-chloro-cyclohexyl phenyl ketone; ⑶ alkaline hydrolysis reaction: a weight ratio of 1: 095-110 methanone Phenyl-cyclohexyl-1-chloro-administered caustic was added and stirred until. end of the reaction, the toluene extract was then added, the aqueous phase points out, desolventized, recovering toluene, 1-hydroxy cyclohexyl phenyl ketone crude; (6) purifying: 1- hydroxycyclohexyl phenyl ketone into the crude distillation vessel inside, vacuum pumps under reduced pressure, distillation product, fractions were collected; the distillation out of the product put into the crystallizer, and then recrystallized from petroleum ether was dissolved, then centrifuged, the mother liquor was evaporated the solvent was distilled petroleum ether reuse wet finished product after drying in 1-hydroxycyclohexyl phenyl ketone.
2.根据权利要求1所述的1-羟基环己基苯基甲酮的合成工艺,其特征在于:步骤(1) 中,原料环己基甲酸与三氯化磷的重量比为2 : 1。 2. The process according to claim 1 1 -hydroxy cyclohexyl phenyl ketone as claimed in claim, wherein: in step (1), the weight of the feed cyclohexyl carboxylic acid of phosphorus and chloride ratio of 2: 1.
3.根据权利要求1所述的1-羟基环己基苯基甲酮的合成工艺,其特征在于:步骤(2) 中,苯、三氯化铝与环己甲酰氯的重量比为9:3:3. 26。 3. The process of claim 1 Synthesis of 1-hydroxy cyclohexyl phenyl ketone as claimed in claim, wherein: the step (2), benzene, aluminum chloride and cyclohexyl chloride in a weight ratio of 9: 3 : 326.
4.根据权利要求1所述的1-羟基环己基苯基甲酮的合成工艺,其特征在于:步骤(2) 反应产生的氯化氢气体通过三级喷淋吸收并回收套用;步骤(4)反应产生的含氯尾气采用降膜加碱液吸收,反应产生的氯化氢气体通过三级喷淋吸收并回收套用。 Phenyl methanone The synthesis of 1-hydroxy cyclohexyl according to claim 1, wherein: step (2) produced by the reaction of hydrogen chloride gas is absorbed and recovered three spray applied; step (4) the reaction chlorine-containing exhaust gas generated by using falling film absorption lye, hydrogen chloride gas produced by the reaction is absorbed and recovered three spray applied.
CN2011102006329A 2011-07-18 2011-07-18 1-hydroxy cyclohexyl phenyl ketone synthesis of CN102267887A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017101553A1 (en) * 2015-12-15 2017-06-22 常州强力先端电子材料有限公司 Fluorene multifunctional photoinitiator and preparation and use thereof, and photosensitive resin composition containing fluorene photoinitiator and use thereof
CN106883114A (en) * 2015-12-15 2017-06-23 常州强力先端电子材料有限公司 A kind of fluorenes class polyfunctionality light trigger and its preparation and application
CN108299172A (en) * 2018-02-13 2018-07-20 江苏优普生物化学科技股份有限公司 The synthetic method of photoinitiator 1- hydroxycyclohexyl phenyl ketones

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1359892A (en) * 2001-12-13 2002-07-24 张建国 Process for preparing 1-hydroxycyclohexyl phenylketone

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1359892A (en) * 2001-12-13 2002-07-24 张建国 Process for preparing 1-hydroxycyclohexyl phenylketone

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
丁成荣等: "1-羟基环己基苯基甲酮合成新工艺研究", 《浙江工业大学学报》 *
夏俊等: "1-羟基环己基苯基甲酮合成新工艺", 《化工时刊》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017101553A1 (en) * 2015-12-15 2017-06-22 常州强力先端电子材料有限公司 Fluorene multifunctional photoinitiator and preparation and use thereof, and photosensitive resin composition containing fluorene photoinitiator and use thereof
CN106883114A (en) * 2015-12-15 2017-06-23 常州强力先端电子材料有限公司 A kind of fluorenes class polyfunctionality light trigger and its preparation and application
CN106883114B (en) * 2015-12-15 2019-11-19 常州强力先端电子材料有限公司 A kind of fluorenes class polyfunctionality photoinitiator and its preparation and application
CN108299172A (en) * 2018-02-13 2018-07-20 江苏优普生物化学科技股份有限公司 The synthetic method of photoinitiator 1- hydroxycyclohexyl phenyl ketones

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