CN1824638A - Production method of 4-chlore O-phthalic acid mono sodium salt - Google Patents
Production method of 4-chlore O-phthalic acid mono sodium salt Download PDFInfo
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- CN1824638A CN1824638A CN 200610043405 CN200610043405A CN1824638A CN 1824638 A CN1824638 A CN 1824638A CN 200610043405 CN200610043405 CN 200610043405 CN 200610043405 A CN200610043405 A CN 200610043405A CN 1824638 A CN1824638 A CN 1824638A
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Abstract
The present invention relates to a production method of monosodium 4-chlorophthalate. Said method includes the following steps: adding (by weight portion) 38-45 portions of phthalic anhydride, 34-45 portions of sodium hydroxide and 450-470 portions of water, then introducing 48-55 portions of chlorine gas, making the chlorine gas and phthalic anhydride undergo the process of chlorization reaction for 6-8 h at 6-10 deg.C, then adding 39-42 portions of sodium chloride to make salting-out to obtain crude product monosodium 4-chlorophthalate, utilizing hydrochloric acid to regulate acidity and make its end point acidity pH be 2.0-2.5, then making circulation filtration to obtain wet product, drying to obtain the invented finished product.
Description
Technical field
The present invention relates to a kind of 4-chloro-o-phthalic acid. the production method of single sodium salt.
Background technology
The pthalocyanine blue product is that quality index requires than higher packing agent in the world at present, be mainly used in printing ink, coating, drawing watercolor, pigment printing and rubber item, plastics etc. are painted, requirement has performances such as tinting strength height, high temperature resistant, sun-proof, mainly adopt the condensation under the effect of cuprous chloride and hydrochloric acid of phthalic anhydride, urea and trichlorobenzene to make in process of production, but adopt the phthalocyanine temperature tolerance and the light permanency of this explained hereafter poor.
Pthalocyanine blue is that quality index requires than higher packing agent in the world, and pthalocyanine blue just towards high temperature resistant, anti-solvent, the development of bright red light direction, adopts phthalic anhydride, urea, cuprous chloride, calcium chloride, hydrochloric acid to produce in process of production at present.4-chloro-o-phthalic acid of the present invention. single sodium salt is as the substitute of phthalic anhydride, makes the pthalocyanine blue produced can heatproof more than 300 ℃, and strengthens the anti-dissolubility of pthalocyanine blue.
New through looking into, in existing searching field, retrieve 0 piece in closely related document altogether, 0 piece of pertinent literature, 3 pieces of reference.
Document 1 is the report that adopts phthalic anhydride, urea, cuprous chloride, calcium chloride, hydrochloric acid production pthalocyanine blue technology; Document 2 is with Tetra hydro Phthalic anhydride or derivatives thereof and urea and mantoquita, and benzene dinitrile or derivatives thereof and mantoquita are made the report of pthalocyanine blue in the presence of catalyzer; Document 3 has been reported the improvement of pthalocyanine blue, phthalocyanine green, bronze red several main pigment dyestuff method for makings.In the domestic literature of being examined, not seeing has the 4-chloro-o-phthalic acid. the report that single sodium salt is produced.
To understand discovery by external client, produce the 4-chloro-o-phthalic acid abroad. single sodium salt chlorination temperature is 60～70 ℃, finished product content: 70～73%, cl content 15～17%.
Summary of the invention
The purpose of this invention is to provide that a kind of chlorination temperature is low, finished product content height, a kind of 4-chloro-o-phthalic acid that transformation efficiency is high. the production method of single sodium salt.
To achieve these goals, 4-chloro-o-phthalic acid of the present invention. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30～50, sodium hydroxide 30～50, water 420～490 adds; 40～60 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 0～15 ℃ of temperature, chlorination reaction 6～12 hours, after reaction finishes, adding weight part and be 35～45 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize acid to regulate acidity, terminal point acidity PH:1.5～3.5; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 38～45, sodium hydroxide 35～45, water 450～470 adds; 48～55 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 6～10 ℃ of temperature, chlorination reaction 6～8 hours, after reaction finishes, adding weight part and be 39～42 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:2.0～2.5; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30, sodium hydroxide 30, water 420 adds; 40 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 35 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 40, sodium hydroxide 38, water 455 adds; 50.8 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 40.8 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 50, sodium hydroxide 48, water 480 adds; 58 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 42 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30, sodium hydroxide 30, water 420 adds; 40 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 6～10 ℃ of temperature, chlorination reaction 7 hours, after reaction finishes, add weight part and be 35 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:2.1; Product then must wet behind circulating filtration.
According to described 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 40, sodium hydroxide 38, water 455 adds; 50.8 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 12～14 ℃ of temperature, chlorination reaction 9 hours, after reaction finishes, adding weight part and be 40.8 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:3.1; Product then must wet behind circulating filtration.
4-chloro-o-phthalic acid of the present invention. in the production technique of single sodium salt, under 0～15 ℃ of cold condition, carry out the 4th substitution reaction by Tetra hydro Phthalic anhydride and chlorine, control reaction temperature is 6～10 ℃, time of chlorinating 6～8 hours, reaction end acidity adopts precision acidity meter to control, finished product content up to 77%, transformation efficiency is up to 92.27%, whole flow process all realizes closed cycle control.
This production process is easy to control, operational safety, and flow process is short, and starting material are easily purchased, and filtrate can be recycled, and the no three wastes produce.High in technological content, added value is big, economic benefit, obvious social benefit.
The 4-chloro-o-phthalic acid that the present invention produces. single sodium salt is as the substitute production pthalocyanine blue of phthalic anhydride, and production technique is simple, and is easy to operate, and production process safety does not produce new the pollution to environment.Make that 4 cl contenies reach more than 4.5% in the pthalocyanine blue.
Product of the present invention in process of production by with urea, cuprous chloride, trichlorobenzene carry out condensation reaction production pthalocyanine blue product, cl content is improved after testing, has improved the pthalocyanine blue photostabilization, heatproof is more than 300 ℃.
Description of drawings
Figure is technological process of production figure of the present invention.
Embodiment
The 4-chloro-o-phthalic acid that the present invention produces. single sodium salt is as the substitute production pthalocyanine blue of phthalic anhydride, and production technique is simple, and is easy to operate, and production process safety does not produce new the pollution to environment.
The present invention mainly comprises:
1. technical recipe: water: 420～490g, Tetra hydro Phthalic anhydride: 30～50g, chlorine: 40～60g, sodium hydroxide: 30～50g, hydrochloric acid: 13～20g, sodium-chlor 35～45g.
2 processing condition: 6～10 ℃ of the selective chlorination temperature of low temperature chlorination technology, 6～8 hours reaction times.
3. reaction end control: acidity (PH): 2.0～2.5, adopt precision acidity meter control.
The present invention drops into water, sodium hydroxide and Tetra hydro Phthalic anhydride in the reaction vessel, treat to dissolve fully the back and feed chlorine, 6～10 ℃ of control reaction chlorination temperatures, chlorination reaction slowly adds sodium chloride after 6～8 hours saltouts, and finishes with the dense PH:2.0 of reaching of 31% hydrochloric acid conditioning solution acid～2.5 reactions.Begin material is carried out circulating filtration, and filter cake is dried the 4-chloro-o-phthalic acid that gets product. single sodium salt
Main contents of the present invention: in the technical recipe, water: 420～490g, Tetra hydro Phthalic anhydride: 30～50g, chlorine: 40～60g, sodium hydroxide: 30～50g, hydrochloric acid: 13～20g, sodium-chlor 35～45g.Reaction conditions: chlorine and Tetra hydro Phthalic anhydride are 0～15 ℃ of temperature, and chlorination reaction 6～12 hours is after reaction finishes, adding sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize 31% hydrochloric acid to regulate acidity, terminal point acidity (PH): 1.5～3.5.Product then must wet behind circulating filtration.Through in above span of control, searching out the optimised process prescription: water: 450～470g, Tetra hydro Phthalic anhydride: 38～45g, chlorine: 48～55g, sodium hydroxide: 35～45g, hydrochloric acid: 15～18g, sodium-chlor 39～42g.Optimum process condition is: 6～10 ℃ of chlorination temperatures, and 6～8 hours reaction times, reaction end acidity 2.0～2.5, products obtained therefrom is best in quality.
Product of the present invention in process of production by with urea, cuprous chloride, trichlorobenzene carry out condensation reaction production pthalocyanine blue product, cl content is improved after testing, it is fast light to have improved pthalocyanine blue, heatproof is more than 300 ℃.
Embodiment
A: change technical recipe
Embodiment 1
1. raw material: water, solid sodium hydroxide, Tetra hydro Phthalic anhydride, chlorine (liquid chlorine), 31% hydrochloric acid, solid sodium chloride.
2. fill a prescription: (weight)
Water: 420g, sodium hydroxide: 30g, Tetra hydro Phthalic anhydride: 30g, chlorine (liquid chlorine): 40g, sodium-chlor: 35g, hydrochloric acid 13g
3. production method:
The raw water of formula ratio is dropped in three mouthfuls of round-bottomed flasks of 1000ml, open whipping appts, add solid sodium hydroxide, and slowly add Tetra hydro Phthalic anhydride, after treating to dissolve fully, feed chlorine 40g, keep 2～6 ℃ of temperature, after 6 hours reaction times, detect solution PH with the PB-20 acidometer: the proof chlorination reaction finishes during 5.0 left and right sides, slowly adds the reaction of saltouing of 40g sodium-chlor.And be PH:1.5 with the final acidity of 20g hydrochloric acid control solution, above-mentioned material is carried out circulating filtration, after the filter cake oven dry finished product, 55.9g, transformation efficiency: 83.04%, through high pressure liquid chromatograph detection level 67%, moisture 0.5%.
Embodiment 2:
1. raw material is identical with embodiment 1.
2. fill a prescription (weight)
Water: 455g, sodium hydroxide: 38g, Tetra hydro Phthalic anhydride: 40g, chlorine (liquid chlorine): 50.8g, sodium-chlor: 40.8g, hydrochloric acid 16.2g
3. production method:
With example 1
Finished product 71g, transformation efficiency: 90.90%, content after testing: 77%, moisture content 0.5%.
Embodiment 3:
1. raw material is identical with example 1.
2. fill a prescription:
Water: 480g, sodium hydroxide: 48g, Tetra hydro Phthalic anhydride: 50g, chlorine (liquid chlorine): 58g, sodium-chlor: 42g, hydrochloric acid 19.1g
3. production method:
With embodiment 1
Finished product 88.40g, transformation efficiency: 88.32%, content after testing: 75.1%, moisture content 0.5%.
B, change processing condition:
Embodiment 4:
1. raw material is identical with example 1
2. fill a prescription:
Identical with embodiment 2
3. production method: the raw water of formula ratio is dropped in three mouthfuls of round-bottomed flasks of 1000ml, open whipping appts, add solid sodium hydroxide, and slowly add Tetra hydro Phthalic anhydride, after treating to dissolve fully, feed chlorine, keep 6～10 ℃ of temperature, after the chlorination reaction 7 hours, detect solution PH with the PB-20 acidometer: the proof chlorination reaction finishes during 5.0 left and right sides, slowly adds the sodium-chlor reaction of saltouing again.And be PH:2.1 with the final acidity of hydrochloric acid conditioning solution, above-mentioned material is carried out circulating filtration, after the filter cake oven dry finished product 72.3g, transformation efficiency: 92.27%, content after testing: 76.8%, moisture 0.5%.
Embodiment 5:
Raw material is identical with embodiment 1
2. prescription is identical with embodiment 2
3. production method: the raw water of formula ratio is dropped in three mouthfuls of round-bottomed flasks of 1000ml, open whipping appts, add solid sodium hydroxide, and slowly add Tetra hydro Phthalic anhydride, after treating to dissolve fully, feed chlorine, keep 12～14 ℃ of temperature, chlorination reaction detected with the PB-20 acidometer after 9 hours, the proof chlorination reaction finishes during the PH:5.0 left and right sides, slowly adds the sodium-chlor reaction of saltouing again.And be PH:3.1 with the final acidity of hydrochloric acid conditioning solution, above-mentioned material is carried out circulating filtration, after the filter cake oven dry finished product 71.3g, transformation efficiency: 87.79%, content after testing: 74%, moisture 0.5%.
Claims (7)
1, a kind of 4-chloro-o-phthalic acid. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30～50, sodium hydroxide 30～50, water 420～490 adds; 40～60 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 0～15 ℃ of temperature, chlorination reaction 6～12 hours, after reaction finishes, adding weight part and be 35～45 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize acid to regulate acidity, terminal point acidity PH:1.5～3.5; Product then must wet behind circulating filtration.
2,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 38～45, sodium hydroxide 35～45, water 450～470 adds; 48～55 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 6～10 ℃ of temperature, chlorination reaction 6～8 hours, after reaction finishes, adding weight part and be 39～42 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:2.0～2.5; Product then must wet behind circulating filtration.
3,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30, sodium hydroxide 30, water 420 adds; 40 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 35 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
4,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 40, sodium hydroxide 38, water 455 adds; 50.8 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 40.8 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
5,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 50, sodium hydroxide 48, water 480 adds; 58 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 2～6 ℃ of temperature, chlorination reaction 6 hours, after reaction finishes, add weight part and be 42 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:1.5; Product then must wet behind circulating filtration.
6,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 30, sodium hydroxide 30, water 420 adds; 40 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride be 6～10 ℃ of temperature, chlorination reaction 7 hours, after reaction finishes, add weight part and be 35 sodium-chlor and saltout, crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:2.1; Product then must wet behind circulating filtration.
7,4-chloro-o-phthalic acid according to claim 1. the production method of single sodium salt is characterized in that: with raw material according to weight part: the ratio of Tetra hydro Phthalic anhydride 40, sodium hydroxide 38, water 455 adds; 50.8 feed chlorine by weight then, chlorine and Tetra hydro Phthalic anhydride are 12～14 ℃ of temperature, chlorination reaction 9 hours, after reaction finishes, adding weight part and be 40.8 sodium-chlor saltouts, get crude product 4-chloro-o-phthalic acid. single sodium salt, and utilize hydrochloric acid to regulate acidity, terminal point acidity PH:3.1; Product then must wet behind circulating filtration.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109438219A (en) * | 2018-11-14 | 2019-03-08 | 淮阴工学院 | A method of preparing single chlorophthalic acid in the continuous flow reactor of microchannel |
| CN110563678A (en) * | 2019-10-15 | 2019-12-13 | 上海固创化工新材料有限公司 | Preparation method of 3,3',4,4' -biphenyl tetracarboxylic dianhydride |
| CN114478234A (en) * | 2022-02-09 | 2022-05-13 | 河北海力香料股份有限公司 | Refining method of 4-chlorophthalic acid monosodium salt crude product |
| CN114621078A (en) * | 2022-03-09 | 2022-06-14 | 河北海力香料股份有限公司 | Preparation method of 4-chlorophthalic acid monosodium salt and 4-chlorophthalic anhydride |
| CN114656351A (en) * | 2022-05-24 | 2022-06-24 | 河北海力香料股份有限公司 | Method for treating 4-chlorophthalic acid or monosodium salt production wastewater thereof |
| CN114705785A (en) * | 2022-04-21 | 2022-07-05 | 厦门泓益检测有限公司 | Method for detecting chlorophthalic acid in vegetable oil |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS211874B1 (en) * | 1980-03-18 | 1982-02-26 | Jaroslav Kroupa | Method of preparation of the monosodium salt of acid |
| SU1004328A1 (en) * | 1980-08-27 | 1983-03-15 | Предприятие П/Я А-7850 | Process for producing monosodium salt of 4-chlorophthalic acid |
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2006
- 2006-03-31 CN CNB2006100434059A patent/CN100393686C/en not_active Expired - Fee Related
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109438219A (en) * | 2018-11-14 | 2019-03-08 | 淮阴工学院 | A method of preparing single chlorophthalic acid in the continuous flow reactor of microchannel |
| CN110563678A (en) * | 2019-10-15 | 2019-12-13 | 上海固创化工新材料有限公司 | Preparation method of 3,3',4,4' -biphenyl tetracarboxylic dianhydride |
| CN114478234A (en) * | 2022-02-09 | 2022-05-13 | 河北海力香料股份有限公司 | Refining method of 4-chlorophthalic acid monosodium salt crude product |
| CN114621078A (en) * | 2022-03-09 | 2022-06-14 | 河北海力香料股份有限公司 | Preparation method of 4-chlorophthalic acid monosodium salt and 4-chlorophthalic anhydride |
| CN114621078B (en) * | 2022-03-09 | 2023-10-31 | 河北海力恒远新材料股份有限公司 | Preparation method of 4-chlorophthalic acid monosodium salt and 4-chlorophthalic anhydride |
| CN114705785A (en) * | 2022-04-21 | 2022-07-05 | 厦门泓益检测有限公司 | Method for detecting chlorophthalic acid in vegetable oil |
| CN114705785B (en) * | 2022-04-21 | 2023-11-07 | 厦门泓益检测有限公司 | Method for detecting chlorophthalic acid in vegetable oil |
| CN114656351A (en) * | 2022-05-24 | 2022-06-24 | 河北海力香料股份有限公司 | Method for treating 4-chlorophthalic acid or monosodium salt production wastewater thereof |
| CN114656351B (en) * | 2022-05-24 | 2022-08-26 | 河北海力香料股份有限公司 | Method for treating 4-chlorophthalic acid or monosodium salt production wastewater thereof |
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