CN104402840B - Synthesis process of isatoic anhydride - Google Patents
Synthesis process of isatoic anhydride Download PDFInfo
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- CN104402840B CN104402840B CN201410635513.XA CN201410635513A CN104402840B CN 104402840 B CN104402840 B CN 104402840B CN 201410635513 A CN201410635513 A CN 201410635513A CN 104402840 B CN104402840 B CN 104402840B
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- anhydride
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- VYFOAVADNIHPTR-UHFFFAOYSA-N isatoic anhydride Chemical compound NC1=CC=CC=C1CO VYFOAVADNIHPTR-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 28
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 45
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 42
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000007788 liquid Substances 0.000 claims abstract description 31
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 25
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000004202 carbamide Substances 0.000 claims abstract description 21
- 238000001816 cooling Methods 0.000 claims abstract description 11
- 238000010438 heat treatment Methods 0.000 claims abstract description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 78
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims description 48
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 26
- 235000013877 carbamide Nutrition 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 10
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical group [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 6
- 239000003513 alkali Substances 0.000 abstract description 4
- 238000007599 discharging Methods 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 10
- 238000005352 clarification Methods 0.000 description 9
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 230000007423 decrease Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000003949 imides Chemical class 0.000 description 4
- -1 isatic acid Acid anhydride Chemical class 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- MQMWPBBDMIYYMI-UHFFFAOYSA-N 2-aminophenylglyoxylic acid Chemical compound NC1=CC=CC=C1C(=O)C(O)=O MQMWPBBDMIYYMI-UHFFFAOYSA-N 0.000 description 2
- 0 C*C(c1ccccc1*=[N+][O-])=O Chemical compound C*C(c1ccccc1*=[N+][O-])=O 0.000 description 2
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical class ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000005580 one pot reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- 238000006105 Hofmann reaction Methods 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000010842 industrial wastewater Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
- C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D265/24—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in positions 2 and 4
- C07D265/26—Two oxygen atoms, e.g. isatoic anhydride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
The invention provides a synthesis process of isatoic anhydride. The synthesis process comprises the following steps: a) heating phthalic anhydride until phthalic anhydride is molten and mixing the molten phthalic anhydride with urea, and cooling to 10-20 DEG C after a reaction; b) mixing reaction products obtained after cooling with liquid alkali, cooling to minus 5- 0 DEG C to carry out a first reaction, mixing reaction products with pypocholoride, mixing reaction products with hydrochloric acid after a second reaction, and carrying out a third reaction to obtain isatoic anhydride. During the synthesis process of isatoic anhydride, reaction temperature is controlled strictly. Thus, generation of by-products is avoided, and yield of isatoic anhydride is raised. Meanwhile, by one kettle way for synthesis of isatoic anhydride, industrial operations are minimized, the discharging link is reduced, and yield is raised. It shows through experimental results that yield of isatoic anhydride reaches more than 94% and purity reaches more than 99%.
Description
Technical field
The present invention relates to fine chemistry industry technical field of producing, more particularly, to a kind of synthesis technique of isatoic anhydride.
Background technology
Isatoic anhydride (C8H5NO3) it is a kind of important chemical intermediate, it can react with electrophilic reagent, also can be with parent
Core reagent reacting.Isatoic anhydride and its homologue, derivant be widely used in synthesizing agricultural chemicals, dyestuff, pigment, spice,
Essence, medicine, UV absorbent, foaming agent, fire retardant, preservative, bleach, antibacterial and sanitizer etc. become more meticulous
Chemical product.
The synthesis technique of traditional isatoic anhydride is the adjacent benzene two prepared with urea reaction with phthalic anhydride and carbamide raw material, phthalic anhydride
Carboximide discharging post-drying, then with dry phthalimide as raw material, after its dissolving using hypochlorite oxidation be
Obtain isatoic anhydride.During phthalic anhydride synthesis phthalimide, the yield of phthalimide is only 92%～
93%, and phthalimide is during synthesis isatoic anhydride, the yield of isatoic anhydride is 91%～92%, isatic acid
The purity of acid anhydride reaches as high as 96%, and the therefore yield of isatoic anhydride is relatively low with purity, simultaneously this synthesis technique create substantial amounts of
Industrial wastewater, increased production cost.
Content of the invention
Present invention solves the technical problem that being to provide a kind of synthesis technique of isatoic anhydride, the conjunction of the application isatoic anhydride
Become technique can reduces cost, and the yield of isatoic anhydride is very high with purity.
This application provides a kind of synthesis technique of isatoic anhydride, comprise the following steps：
A) mix after phthalic anhydride heating fusing with carbamide, after reaction, be cooled to 10 DEG C～20 DEG C；
B) by cooling after product mix with liquid caustic soda, be cooled to -5 DEG C～0 DEG C and carry out the first reaction, then with hypochlorous acid
Salt mixes, and with mixed in hydrochloric acid after the second reaction, obtains isatoic anhydride after the 3rd reaction.
Preferably, also included before mixing with liquid caustic soda in step b)：
Product after cooling is mixed with water, is cooled to 5 DEG C～10 DEG C.
Preferably, described hypochlorite is sodium hypochlorite.
Preferably, the mol ratio of described phthalic anhydride, carbamide, liquid caustic soda, hypochlorite and hydrochloric acid is 1.0：(1.0～1.3)：(1.0
～1.1)：(0.9～1.0)：(1.0～1.4)；The concentration of described liquid caustic soda is 32wt%, and the concentration of described hypochlorite is
10wt%～13wt%, the concentration of described hydrochloric acid is 31wt%.
Preferably, the mol ratio of described phthalic anhydride, carbamide, liquid caustic soda, hypochlorite and hydrochloric acid is 1.0：(1.05～1.2)：
(1.0～1.05)：(0.95～1.0)：(1.0～1.3)；The concentration of described liquid caustic soda is 32wt%, the concentration of described hypochlorite
For 10wt%～13wt%, the concentration of described hydrochloric acid is 31wt%.
Preferably, reduce temperature to -5 DEG C～5 DEG C after the first reaction described in step b).
This application provides a kind of synthesis technique of isatoic anhydride, comprise the following steps：A) by phthalic anhydride heating fusing after with
Carbamide mixes, and is cooled to 10 DEG C～20 DEG C after reaction；B) product after cooling is mixed with liquid caustic soda, be cooled to -5 DEG C～0
DEG C carry out the first reaction, then mix with hypochlorite, with mixed in hydrochloric acid after the second reaction, after the 3rd reaction, obtain isatic acid
Acid anhydride.Phthalic anhydride fusing, during synthesis isatoic anhydride, is made itself and urea reaction, obtains adjacent benzene two after reaction by the application first
Carboximide and gaseous carbon dioxide, water, more adjacent benzene bivalence acid imide is carried out alkaline hydrolysis, obtain adjacent formamido group benzoic acid
Sodium, is then passed through hypochlorite decomposition's reaction and acid neutralization, obtains isatoic anhydride.During synthesis isatoic anhydride, liquid
Before alkali is mixed with phthalimide, need to reduce the temperature of phthalimide, equally in phthalimide
It is also required to the control to temperature after alkaline hydrolysis, affect indigo to prevent by-product during phthalimide alkaline hydrolysis from producing
The yield of red acid acid anhydride；The application adopts one pot process isatoic anhydride simultaneously, decreases industrial operation amount, reduces discharging ring
Section, is also beneficial to improve yield and the purity of isatoic anhydride；Water in course of reaction exists in a gaseous form, decreases waste water
Discharge capacity, reduces production cost.Test result indicate that, more than 94%, purity exists the yield of the isatoic anhydride of present invention synthesis
More than 99%.
Specific embodiment
For a further understanding of the present invention, with reference to embodiment, the preferred embodiment of the invention is described, but
It should be appreciated that these descriptions are simply to further illustrate the features and advantages of the present invention, rather than to the claims in the present invention
Limit.
The embodiment of the invention discloses a kind of synthesis technique of isatoic anhydride, comprise the following steps：
A) mix after phthalic anhydride heating fusing with carbamide, after reaction, be cooled to 10 DEG C～20 DEG C；
B) by cooling after product mix with liquid caustic soda, be cooled to -5 DEG C～0 DEG C and carry out the first reaction, then with hypochlorous acid
Salt mixes, and with mixed in hydrochloric acid after the second reaction, obtains isatoic anhydride after the 3rd reaction.
This application provides a kind of synthesis technique of isatoic anhydride, phthalic anhydride is heated up with carbamide, amination occurs after melting first
Reaction, obtains phthalimide, then adds liquid caustic soda at low temperature and carry out alkaline hydrolysis at low temperature, then molten with hypochlorite
Liquid carries out Hofmann reaction, and last and hydrochloric acid is neutralized reaction, obtains isatoic anhydride.
During synthesis isatoic anhydride, first phthalic anhydride heating is made it melt, the phthalic anhydride after fusing is entered with carbamide
Row aminating reaction, obtains phthalimide, generates gaseous carbon dioxide and water simultaneously, the chemical reaction that this process occurs
As shown in formula (1)：
According to the present invention, after generating phthalimide, reaction system is cooled to 10 DEG C～20 DEG C, to ensure liquid
Alkali adds the temperature in reaction system relatively low, continues to be cooled to -5 DEG C～0 DEG C, make phthalimide after liquid caustic soda adds
With liquid caustic soda occur Basic fluxing raction, obtain adjacent formamido group sodium benzoate, during this by before Basic fluxing raction with Basic fluxing raction
The control of temperature afterwards, the reaction making generation is only as shown in formula (2), and the reaction of non-generating polynomial (3).In order to reduce phthalyl
The temperature of system after imine reaction, can be simultaneously introduced water with liquid caustic soda it is also possible to be initially charged water, make temperature be reduced to 5 DEG C～10
DEG C, add liquid caustic soda, be cooled to -5 DEG C～0 DEG C.
Hypochlorite is then added to carry out hoffman degradation reaction after phthalimide carries out Basic fluxing raction.In order to keep away
Exempt from the side reaction shown in generating polynomial (3) during hoffman degradation reaction in hypochlorite, control Deca hypochlorite
Started temperature is -5 DEG C～5 DEG C, more preferably 0 DEG C.Described hypochlorite is preferably sodium hypochlorite.Said process is carried out
Reaction is as shown in formula (4)：
The application is eventually adding hydrochloric acid, carries out sour neutralization reaction, obtains isatoic anhydride.The reaction that said process is carried out such as formula
(5) shown in：
The application is during preparing isatoic anhydride, preferably, described phthalic anhydride, carbamide, liquid caustic soda, hypochlorite, salt
The mol ratio of acid is preferably 1.0：(1.0～1.3)：(1.0～1.1)：(0.9～1.0)：(1.0～1.4)；Described liquid caustic soda dense
Spend for 32wt%, the concentration of described hypochlorite is 10wt%～13wt%, the concentration of described hydrochloric acid is 31wt%；Real at some
Apply in example, the mol ratio of described phthalic anhydride, carbamide, liquid caustic soda, hypochlorite and hydrochloric acid is 1.0：(1.05～1.2)：(1.0～
1.05)：(0.95～1.0)：(1.0～1.3)；The concentration of described liquid caustic soda is 32wt%, and the concentration of described hypochlorite is
10wt%～13wt%, the concentration of described hydrochloric acid is 31wt%.
This application provides a kind of synthesis technique of isatoic anhydride, comprise the following steps：A) by phthalic anhydride heating fusing after with
Carbamide mixes, and is cooled to 10 DEG C～20 DEG C after reaction；B) product after cooling is mixed with liquid caustic soda, be cooled to -5 DEG C～0
DEG C carry out the first reaction, then mix with hypochlorite, with mixed in hydrochloric acid after the second reaction, after the 3rd reaction, obtain isatoic anhydride.
Phthalic anhydride fusing, during synthesis isatoic anhydride, is made itself and urea reaction, obtains O-phthalic after reaction by the application first
Acid imide and gaseous carbon dioxide, water, more adjacent benzene bivalence acid imide is carried out alkaline hydrolysis, obtain adjacent formamido group sodium benzoate,
It is then passed through hypochlorite decomposition's reaction and acid neutralization, obtain isatoic anhydride.Synthesis isatoic anhydride during, liquid caustic soda with
Before phthalimide mixing, need to reduce the temperature of phthalimide, equally in adjacent benzene bivalence acid imide alkaline hydrolysis
It is also required to the control to temperature afterwards, affect isatic acid to prevent by-product during phthalimide alkaline hydrolysis from producing
The yield of acid anhydride；The application adopts one pot process isatoic anhydride simultaneously, decreases industrial operation amount, reduces discharging link,
Be conducive to improving yield and the purity of isatoic anhydride；Water in course of reaction exists in a gaseous form, decreases the discharge of waste water,
Reduce production cost.Test result indicate that, more than 94%, purity is more than 99% for the yield of isatoic anhydride of the present invention.
For a further understanding of the present invention, with reference to embodiment, the synthesis technique of the isatoic anhydride that the present invention provides is entered
Row describes in detail, and protection scope of the present invention is not limited by the following examples.
Embodiment 1
1) phthalic anhydride 100g is taken to be placed in 2000mL flask, heated and stirred melts 5～10min；
2) add 21.5g carbamide until completely melted, after fully reacting, be cooled to 10 DEG C；
3) add 500mL water and concentration to be the liquid caustic soda 84g of 32wt%, continue stirring and dissolving and be cooled to 1 DEG C, system becomes clarification
When phthalimide be completely dissolved；
4) liquor natrii hypochloritises are added in flask, system is become cloudy by clarification and becomes clarification again, and KI test paper color development substantially, stops
Only add sodium hypochlorite, add the liquor natrii hypochloritises 424.7g that concentration is 10wt%；
5) being slowly added dropwise concentration is 31wt% hydrochloric acid 77.2g, adjusts pH=6.4, has crystal to separate out；
6) sucking filtration, the crystal drawing puts into oven for drying.
Embodiment 2
1) phthalic anhydride 100g is taken to be placed in 2000mL flask, heated and stirred melts 5～10min；
2) add 21.5g carbamide until completely melted, after fully reacting, be cooled to 15 DEG C；
3) add 500mL water to continue stirring and dissolving cooling, treat that temperature is down to 10 DEG C about, add the liquid that concentration is 32wt%
Alkali 85g, continues cooling and is dissolved to 1 DEG C, when system becomes clarification, phthalimide is completely dissolved；
4) add sodium hypochlorite in flask, system is become cloudy by clarification and becomes clarification again, KI test paper color development substantially, stops adding
Sodium hypochlorite, adds the sodium hypochlorite 427.4g that concentration is 13wt%；
5) it is slowly added dropwise the hydrochloric acid 77g that concentration is 31wt%, adjusts pH=6.4, have crystal to separate out；
6) sucking filtration, the crystal drawing puts into oven for drying.
Embodiment 3
1) phthalic anhydride 100g is taken to be placed in 2000mL flask, heated and stirred melts 5～10min；
2) add 21.5g carbamide until completely melted, after fully reacting, be cooled to 20 DEG C；
3) add 400mL water and concentration to be the liquid caustic soda 85g of 32wt%, continue stirring and dissolving and be cooled to 1 DEG C, system becomes clarification
When phthalimide be completely dissolved；
4) add sodium hypochlorite in flask, system is become cloudy by clarification and becomes clarification again, KI test paper color development substantially, stops adding
Sodium hypochlorite, addition concentration is 12wt% sodium hypochlorite 439.3g；
5) it is slowly added dropwise the hydrochloric acid 78g that concentration is 31wt%, adjusts pH=6.4, have crystal to separate out；
6) sucking filtration, the crystal drawing puts into oven for drying.
The yield data table of table 1 embodiment 1～embodiment 3 isatoic anhydride
| Group | Isatoic anhydride quality/g | Isatoic anhydride purity/% | Yield % |
| Embodiment 1 | 103.66 | 99.4 | 94.5 |
| Embodiment 2 | 103.53 | 99.1 | 94.1 |
| Embodiment 3 | 103.20 | 99.0 | 93.7 |
The explanation of above example is only intended to help and understands the method for the present invention and its core concept.It should be pointed out that it is right
For those skilled in the art, under the premise without departing from the principles of the invention, the present invention can also be carried out
Some improvement and modification, these improve and modify and also fall in the protection domain of the claims in the present invention.
Described above to the disclosed embodiments, makes professional and technical personnel in the field be capable of or uses the present invention.
Multiple modifications to these embodiments will be apparent from for those skilled in the art, as defined herein
General Principle can be realized without departing from the spirit or scope of the present invention in other embodiments.Therefore, the present invention
It is not intended to be limited to the embodiments shown herein, and be to fit to and principles disclosed herein and features of novelty phase one
The scope the widest causing.
Claims (4)
1. a kind of synthesis technique of isatoic anhydride, comprises the following steps：
A) mix after phthalic anhydride heating fusing with carbamide, after reaction, be cooled to 10 DEG C～20 DEG C；
B) product after cooling is mixed with water, be cooled to 5～10 DEG C, then mix with liquid caustic soda, be cooled to -5 DEG C～0 DEG C and enter
Row first reacts, and reduces temperature to -5 DEG C～5 DEG C, then mixes with hypochlorite, with mixed in hydrochloric acid after the second reaction, the 3rd reaction
After obtain isatoic anhydride；The started temperature that described hypochlorite adds is -5 DEG C～5 DEG C, described phthalic anhydride, carbamide, liquid caustic soda, secondary chlorine
Hydrochlorate is 1.0 with the mol ratio of hydrochloric acid：(1.0～1.3)：(1.0～1.1)：(0.9～1.0)：(1.0～1.4).
2. synthesis technique according to claim 1 is it is characterised in that described hypochlorite is sodium hypochlorite.
3. synthesis technique according to claim 1 it is characterised in that described liquid caustic soda concentration be 32wt%, described chlorine
The concentration of hydrochlorate is 10wt%～13wt%, and the concentration of described hydrochloric acid is 31wt%.
4. synthesis technique according to claim 1 is it is characterised in that described phthalic anhydride, carbamide, liquid caustic soda, hypochlorite and salt
The mol ratio of acid is 1.0：(1.05～1.2)：(1.0～1.05)：(0.95～1.0)：(1.0～1.3)；The concentration of described liquid caustic soda
For 32wt%, the concentration of described hypochlorite is 10wt%～13wt%, and the concentration of described hydrochloric acid is 31wt%.
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| CN105037291A (en) * | 2015-06-11 | 2015-11-11 | 武汉大学 | Preparation method of isatoic anhydride derivative |
| US11814360B2 (en) * | 2017-10-05 | 2023-11-14 | Novomer, Inc. | Isocyanates, derivatives, and processes for producing the same |
| CN108101800B (en) * | 2018-01-12 | 2019-02-19 | 山东聚强化学有限公司 | A kind of synthetic method of ortho-aminobenzoic acid |
| CN111978269B (en) * | 2020-09-23 | 2022-08-02 | 青岛科技大学 | Continuous production process and device for isatoic anhydride |
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