CN1869017A - Production process and device of p-aminophenyl-beta-hydroxyethyl sulfone sulfate - Google Patents
Production process and device of p-aminophenyl-beta-hydroxyethyl sulfone sulfate Download PDFInfo
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- CN1869017A CN1869017A CN 200510049818 CN200510049818A CN1869017A CN 1869017 A CN1869017 A CN 1869017A CN 200510049818 CN200510049818 CN 200510049818 CN 200510049818 A CN200510049818 A CN 200510049818A CN 1869017 A CN1869017 A CN 1869017A
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- 238000004519 manufacturing process Methods 0.000 title claims abstract description 44
- MOAJBSFIZZIIFV-UHFFFAOYSA-N OS(O)(=O)=O.C1=CC(N)=CC=C1C(O)CS(=O)(=O)CC(O)C1=CC=C(N)C=C1 Chemical compound OS(O)(=O)=O.C1=CC(N)=CC=C1C(O)CS(=O)(=O)CC(O)C1=CC=C(N)C=C1 MOAJBSFIZZIIFV-UHFFFAOYSA-N 0.000 title claims abstract 8
- 239000000463 material Substances 0.000 claims abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- 238000002156 mixing Methods 0.000 claims abstract description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 16
- CAXVWCJQWFKEBB-UHFFFAOYSA-N aniline 2-(2-hydroxyethylsulfonyl)ethanol Chemical compound OCCS(=O)(=O)CCO.NC=1C=CC=CC1 CAXVWCJQWFKEBB-UHFFFAOYSA-N 0.000 claims abstract 3
- 238000005516 engineering process Methods 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 abstract description 15
- 150000002148 esters Chemical class 0.000 abstract description 12
- 239000002994 raw material Substances 0.000 abstract description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 9
- 238000001035 drying Methods 0.000 abstract description 4
- 239000000975 dye Substances 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 22
- -1 p-amino phenyl-beta-hydroxyethyl Chemical group 0.000 description 19
- 230000032050 esterification Effects 0.000 description 18
- 238000005886 esterification reaction Methods 0.000 description 18
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 11
- 239000012086 standard solution Substances 0.000 description 10
- JYVVXBDNAPHKAI-UHFFFAOYSA-N 2-hydroxy-n-phenylethanesulfonamide Chemical compound OCCS(=O)(=O)NC1=CC=CC=C1 JYVVXBDNAPHKAI-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000004448 titration Methods 0.000 description 9
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 238000007789 sealing Methods 0.000 description 5
- 235000010288 sodium nitrite Nutrition 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000011068 loading method Methods 0.000 description 4
- 238000007711 solidification Methods 0.000 description 4
- 230000008023 solidification Effects 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 238000010010 raising Methods 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 125000001752 diazonium salt group Chemical group 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003746 solid phase reaction Methods 0.000 description 1
- 238000010671 solid-state reaction Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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Abstract
本发明涉及一种对氨基苯基－β－羟乙基砜硫酸酯的生产工艺及其生产装置。所述的生产工艺，包括如下步骤：将摩尔比为1∶1～1.2的β－羟乙基砜苯胺和硫酸混合均匀，得反应料；将反应料于110～200℃进行干燥固化，得固化物；所述固化物在移动式反应器中于150～180℃减压反应4～7小时，得所述产物。所述的的生产装置，包括调配槽、移动床反应器，调配槽出口连接预热器，预热器与移动床反应器之间设有结片机。利用本发明提供的对位酯生产新工艺，得到的对位酯产品品质高，氨基值可达96％以上，酯值可达94％以上，为后续染料的合成提供了可靠的原料质量保障。
The present invention relates to a production process and a production device for p-aminophenyl-β-hydroxyethyl sulfone sulfate. The production process comprises the following steps: uniformly mixing β-hydroxyethyl sulfone aniline and sulfuric acid at a molar ratio of 1:1 to 1.2 to obtain a reaction material; drying and solidifying the reaction material at 110 to 200°C to obtain a solidified product; and reacting the solidified product under reduced pressure at 150 to 180°C in a mobile reactor for 4 to 7 hours to obtain the product. The production device comprises a mixing tank and a mobile bed reactor, wherein the outlet of the mixing tank is connected to a preheater, and a flake forming machine is provided between the preheater and the mobile bed reactor. By utilizing the new process for producing p-ester provided by the present invention, the p-ester product obtained is of high quality, with an amino value of more than 96% and an ester value of more than 94%, which provides a reliable raw material quality guarantee for the subsequent synthesis of dyes.
Description
(1) technical field
The present invention relates to a kind of production technique and production equipment thereof of p-amino phenyl-beta-hydroxyethyl sulfone sulfate.
(2) background technology
Ethyl sulfone type reactive dyestuffs are because of its dyefastness is good, dye uptake is high, starting material are easy to get and few the becoming of three-waste pollution developed reactive dyes faster, and p-amino phenyl-beta-hydroxyethyl sulfone sulfate (industrial abbreviation para-ester) can be used for tens kinds of reactive dyestuffs such as synthetic KN type, M type, mixing double active base type as the important intermediate of such reactive dyestuffs.
The production of present domestic para-ester, the main employing and excessive vitriol oil hydrolysis fried dried technology of carrying out esterification.Though this technology technology maturation has a lot of shortcomings, as the products obtained therefrom appearance poor, the esterification inequality of being heated, the three wastes are many.For obtaining high-quality product, esterification production technology has been done big quantity research both at home and abroad, nineteen ninety-five Germany Walter Rupp has developed a kind of bed spray legal system and has been equipped with p-amino phenyl-beta-hydroxyethyl sulfone sulfate, promptly with nozzle with mixture (beta-hydroxyethyl sulfuryl raw material thing and H
2SO
4Mixture) is injected in the hot gas flow of fluidized-bed, forms bigger product surface-area, quicken the hydrolysis reaction of acyl group; and finish dry and esterification (sulphating) simultaneously, and it is higher to obtain productive rate, and quality is para-ester preferably; but this technology heating energy consumption is big, and heat utilization ratio is low.Domesticly at present just esterification technique has been carried out laboratory study, improving esterification technique is indirect esterification or liquid phase esterification process.Esterification can obtain the esterified prod of better grade indirectly, and the product that the liquid phase esterification process is produced can directly prepare reactive dyestuffs, has reduced further processing.But two kinds of methods there is no the industrialization report.
(3) summary of the invention
The object of the invention is to provide a kind of yield height, the technology and the production equipment thereof of the production p-amino phenyl-beta-hydroxyethyl sulfone sulfate that product quality is good.
The production technique of described p-amino phenyl-beta-hydroxyethyl sulfone sulfate comprises the steps:
A. be that 1: 1～1.2 beta-hydroxyethyl sulfuryl aniline and sulfuric acid mix with mol ratio, reaction material;
B. reaction material is carried out dry solidification in 110～200 ℃, cured article;
C. described cured article in 150～180 ℃ of decompression reactions 4～7 hours, gets described product in movable reactor.
Beta-hydroxyethyl sulfuryl aniline and vitriolic mixing temperature are preferably 60～65 ℃ in the steps A.
Right-(beta-hydroxyethyl sulfuryl) aniline and vitriolic esterification are reversible reactions, the key of production technology is how to guarantee that water content in the raw material is low as far as possible and remove the water that produces in the reaction system, and carrying out along with esterification, it is liquid phase retrogradation gradually then that reaction mass begins, and becomes solid phase at last.The lower product of beginning ester value easily produces after solid state reaction and reunites, thereby forms blocky-shaped particle, is unfavorable for follow-up solid phase esterification.The present invention adopts dry solidification in advance, and esterification yield reaches 50%～80%, and esterification technology completely in movable reactor has solved the problems referred to above effectively again.Described dry solidification can adopt reaction time short, be suitable for liquid-solid continuous phase transistion, equipment that heat utilization ratio is high, as drying plant commonly used on the chemical industry such as flaker, rake type drier or fly cutter reactor.
Select for use flaker then step B can be: reaction material is preheated to 130～180 ℃, is sprayed onto on the rotary drum of flaker, form the material film in drum surface, 180～200 ℃ of control drum surface temperature are solidified material.
Select for use rake type drier then step B can be: reaction material is preheated to 150～170 ℃, is sprayed onto in the rake type drier and carries out dry solidification 1～4h on the p-amino phenyl-beta-hydroxyethyl sulfone sulfate finished powder material.
Select for use the fly cutter reactor then step B can be: reaction material is preheated to 160～180 ℃, is sprayed onto on the p-amino phenyl-beta-hydroxyethyl sulfone sulfate finished powder material in the fly cutter reactor and solidifies, rotation of blade is with the cured article fragmentation.
Before the decompression reaction of cured article described in the step C again the drying device carry out drying treatment.
The invention provides three kinds of production equipments of realizing above-mentioned production technique.
A kind of production equipment of p-amino phenyl-beta-hydroxyethyl sulfone sulfate comprises make-up tank, moving-burden bed reactor, and the make-up tank outlet connects preheater, is provided with flaker between preheater and the moving-burden bed reactor.
Further, be provided with feed chute between make-up tank and the preheater, feed chute connects preheater through charge pump.
Further, the sealing feeder that is provided with hopper and cooperates between described flaker and the moving-burden bed reactor with hopper.
Further again, be provided with moisture eliminator between described sealing feeder and the movable reactor.
The production equipment of another kind of p-amino phenyl-beta-hydroxyethyl sulfone sulfate comprises make-up tank, moving-burden bed reactor, and the make-up tank outlet connects preheater, is provided with rake type drier between preheater and the moving-burden bed reactor.
Further, be provided with feed chute between make-up tank and the preheater, feed chute connects preheater through charge pump.
Further again, be provided with moisture eliminator between described rake type drier and the moving-burden bed reactor.
The production equipment of another p-amino phenyl-beta-hydroxyethyl sulfone sulfate comprises make-up tank, moving-burden bed reactor, and the make-up tank outlet connects preheater, is provided with the fly cutter reactor between preheater and the moving-burden bed reactor.
Further, be provided with feed chute between described make-up tank and the preheater, feed chute connects preheater through charge pump.
Further again, be provided with moisture eliminator between described fly cutter reactor and the moving-burden bed reactor.
Utilize para-ester new process of production provided by the invention, the para-ester product quality height that obtains, amino value can reach more than 96%, and ester value can reach more than 94%, for follow-up dyestuff synthetic provides reliable raw materials quality guarantee.
(4) description of drawings
Fig. 1 is the structural representation of embodiment 1 described production equipment.
Fig. 2 is the structural representation of embodiment 2 described production equipments.
Fig. 3 is the structural representation of embodiment 3 described production equipments.
(5) embodiment
The invention will be further described below in conjunction with embodiment, but protection scope of the present invention is not limited to this.
Embodiment 1
With reference to Fig. 1, a kind of production equipment of p-amino phenyl-beta-hydroxyethyl sulfone sulfate, comprise make-up tank 1, moving-burden bed reactor 9, make-up tank 1 outlet connects feed chute 2, feed chute 2 connects preheater 4 through charge pump 3, is provided with flaker 5, hopper 6, sealing feeder 7, moisture eliminator 8 between preheater 4 and the moving-burden bed reactor 9 successively.
When producing p-amino phenyl-beta-hydroxyethyl sulfone sulfate, sulfuric acid joins make-up tank 1 after being measured by scale tank 10, with quantitative raw material beta-hydroxyethyl sulfuryl aniline (water content is no more than 20%), add the make-up tank 1 from loading hopper 11, the pre-mixing mol ratio of material: beta-hydroxyethyl sulfuryl aniline: the vitriol oil=1: 1.05, after in 60～65 ℃ of scopes of temperature, mixing, add in the feed chute 2.Raw material is via charge pump 3, by about preheater 4 heat temperature raisings to 150 ℃, be sprayed onto on the rotary drum of flaker 5, form the material film in drum surface, the about 3mm of control thickness, keep 180～200 ℃ of drum surface temperature (by thermal oil control), adjust rotating speed, reach solid state after making material rotate a week (about 3 minutes), scrape by scraper and to enter hopper 6, sheet material enters moving-burden bed reactor 9 again after feeder 7 enters the further dry esterification of moisture eliminator 8 (stopping about 30 minutes), at negative pressure 0.02MPa, in moving-burden bed reactor, stopped 5 hours under the condition that temperature is 150～180 ℃, emit product by the removal device of bottom.
Products obtained therefrom ester value 〉=94%, amino value 〉=96%.
Embodiment 2
With reference to Fig. 2, a kind of production equipment of p-amino phenyl-beta-hydroxyethyl sulfone sulfate, comprise make-up tank 15, moving-burden bed reactor 23, make-up tank 15 outlets connect feed chute 16, feed chute 16 connects preheater 18 through charge pump 17, is provided with rake type drier 19, hopper 20, sealing feeder 21, moisture eliminator 22 between preheater 18 and the moving-burden bed reactor 23 successively.
When producing p-amino phenyl-beta-hydroxyethyl sulfone sulfate, sulfuric acid joins make-up tank 15 after being measured by scale tank 13, with quantitative raw material beta-hydroxyethyl sulfuryl aniline (water content is no more than 20%), add the make-up tank 13 from loading hopper 14, the pre-mixing mol ratio of material: beta-hydroxyethyl sulfuryl aniline: the vitriol oil=1: 1.05, after in 60～65 ℃ of scopes of temperature, mixing, add in the feed chute 16.Raw material is via charge pump 17, by preheater 18 heat temperature raisings to 150 ℃～170 ℃, be sprayed at on the rake blended powder, very fast curing, after reaction stops about 3hr, material enters moisture eliminator 22 through hopper 20, sealing feeder 21 and stops 1hr, enters in the moving-burden bed reactor 23 under the condition of 150～180 ℃ of negative pressure 0.02MPa, temperature to stop 5 hours again, emits product by the removal device of bottom.
Products obtained therefrom ester value 〉=94%, amino value 〉=96%.
Embodiment 3
With reference to Fig. 3, a kind of production equipment of p-amino phenyl-beta-hydroxyethyl sulfone sulfate, comprise make-up tank 25, moving-burden bed reactor 31, make-up tank 25 opening for feeds connect sulphur acid meter measuring tank 24 and beta-hydroxyethyl sulfuryl aniline loading hopper 26 respectively, make-up tank 25 outlets connect feed chute 27, feed chute 27 connects preheater 29 through charge pump 28, is provided with fly cutter reactor 30 between preheater 29 and the moving-burden bed reactor 31.
When producing p-amino phenyl-beta-hydroxyethyl sulfone sulfate, sulfuric acid joins make-up tank 25 after being measured by scale tank 24, with quantitative raw material beta-hydroxyethyl sulfuryl aniline (water content is no more than 20%), add the make-up tank 25 from loading hopper 26, the pre-mixing mol ratio of material: beta-hydroxyethyl sulfuryl aniline: the vitriol oil=1: 1.10, after in 60～65 ℃ of scopes of temperature, mixing, add in the feed chute 16.Raw material is via charge pump 17, solidify rapidly by spraying in the fly cutter reactor 30 under the negative pressure by nozzle behind preheater 18 heat temperature raisings to 160～180 ℃, the blade 32 of high speed rotating is with cake broke, and the reaction mass after the pulverizing directly enters moving-burden bed reactor 31 further esterifications.
Products obtained therefrom ester value 〉=94%, amino value 〉=96%.
Amino value, ester value test experiments
1. the mensuration of acid number
Measuring the acid number of product, is in order to guarantee the hydrolysis under alkaline condition of p-amino phenyl-beta-hydroxyethyl sulfuryl sodium sulfate, further to measure the ester value of product.Acid number analysis to product has comprised two portions contents: a part is the hydrogen ion of esterified prod (being para-ester); Another part is a contained free sulfuric acid in the product.Its reaction equation is:
Take by weighing product (para-ester) 0.5g (being accurate to 0.0002g) that embodiment 1～3 makes respectively and place the 250ml beaker, adding entry 100ml makes it to dissolve fully, add 5～7 methyl red indicators, carry out titration with the 0.1mol/l standard solution of sodium hydroxide, when solution is mutated into from redness orange-yellow being and the terminal point of free acid, the colour developing of indicator need remain redness in the whole process, neither makes sodium hydroxide excessive, also must neutralize fully simultaneously.
The used volume of metering titration standard solution of sodium hydroxide, test result sees Table 1.
Formula (I)
In the formula: C---the normal concentration of sodium hydroxide reference liquid, mol/l;
The volume of V---standard solution of sodium hydroxide, ml;
M---sample quality, g;
2. the mensuration of ester value
Ester value is the content that characterizes esterification material in the product.The principle of measuring ester value is that the sodium salt that the previous step neutralization reaction is crossed is proceeded hydrolysis reaction with excessive alkali at heating condition, and the intact back of hydrolysis is with the sour excessive alkali that neutralizes, and its reaction equation is as follows:
In above-mentioned neutral solution, quantitatively add 0.1mol/l standard solution of sodium hydroxide 30ml respectively, boiled 10 minutes, be cooled to room temperature, becoming blush to solution from yellow with the titration of 0.1mol/l hydrochloric acid standard solution is terminal point, the used hydrochloric acid standard solution volume of metering titration.Test result sees Table 1.
In the formula: C
1, C
2---sodium hydroxide and hydrochloric acid standard solution concentration, mol/l;
V
1, V
2---sodium hydroxide and hydrochloric acid standard solution volume, ml;
0.2813---the gram number of every gram equivalent of para-ester
M---sample quality, g;
3. the amino mensuration that is worth
The amino value of measuring product is that whether organic side reaction takes place in this production technique in order to check.The material that contains phenyl amines under acid (example hydrochloric acid) condition, can with the quantitative generation diazotization reaction of Sodium Nitrite.Its reaction equation is:
This diazotization reaction needs to carry out under less than 5 ℃, therefore need analytic liquid to be cooled off and keep analysis temperature at 0～5 ℃, adding standard sodium nitrite solution under the whipped state, hydrochloric acid is excessive in the analytic liquid, generally between 2.5～3mol, nitrous acid can not be excessive, can quicken the decomposition of diazonium salt itself because of nitrous acid.Reaction end determines that with potassium iodide starch test paper promptly potassium iodide starch test paper presents the blue terminal point that is, its reaction equation is:
Take by weighing the product 0.5g (being accurate to 0.0002g) that makes among the embodiment 1～3 respectively, make solution with the dilution of 100ml water, in this solution, add hydrochloric acid (1: 1) 20ml, 10%KBr solution 20ml (being solid K Br2g), with 0.1mol/l Sodium Nitrite standard solution titration, temperature is controlled at about 5 ℃ in the titration process, check with starch KI test paper, titration end point is that sample solution makes the starch KI test paper blueness that shoals, and keep nondiscoloration in 3 minutes, the used Sodium Nitrite standardized solution of metering titration volume, test result sees Table 1.
Formula (III)
In the formula: C---Sodium Nitrite concentration of standard solution, mol/l;
V---the volume of Sodium Nitrite standardized solution, ml;
The quality of m---sample, g;
0.2813---the gram number of every gram equivalent of para-ester;
Table 1 experiment test result
| Embodiment No. | The used mark liquid of titration amasss (ml) | Acid number | Ester value | Amino value | ||
| In the formula (I) | In the formula (II) | In the formula (III) | ||||
| Embodiment 1 | V＝17.85 | V 2＝13.11 | V＝17.26 | 17.51 | 95.02 | 97.10 |
| Embodiment 2 | V＝18.15 | V 2＝13.15 | V＝17.16 | 17.80 | 94.80 | 96.54 |
| Embodiment 3 | V＝18.29 | V 2＝13.20 | V＝17.14 | 17.94 | 94.52 | 96.43 |
This shows, produce para-ester with novel process provided by the invention, good product purity, the yield height is for follow-up dyestuff synthetic provides high-quality raw material.
Claims (17)
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| CNB2005100498183A CN100467446C (en) | 2005-05-24 | 2005-05-24 | Production process and equipment of p-aminophenyl-β-hydroxyethyl sulfone sulfate |
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| CN102908965A (en) * | 2011-08-04 | 2013-02-06 | 左彦毅 | Production line of compound stabilizer |
| CN103626684A (en) * | 2013-11-21 | 2014-03-12 | 新乡瑞诚科技发展有限公司 | Preparation method of p-aminophenyl-beta-ethoxyl sulphone sulphate |
| CN104193657A (en) * | 2014-08-18 | 2014-12-10 | 浙江劲光化工有限公司 | Synthesis method of environmental-friendly p-(beta-sulfatoethylsulfonyl) aniline |
| CN107522336A (en) * | 2017-09-08 | 2017-12-29 | 江苏明盛化工有限公司 | The processing method of caused acid waste water in a kind of contraposition ester production process |
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2005
- 2005-05-24 CN CNB2005100498183A patent/CN100467446C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102908965A (en) * | 2011-08-04 | 2013-02-06 | 左彦毅 | Production line of compound stabilizer |
| CN102908965B (en) * | 2011-08-04 | 2015-07-01 | 左彦毅 | Production line of compound stabilizer |
| CN103626684A (en) * | 2013-11-21 | 2014-03-12 | 新乡瑞诚科技发展有限公司 | Preparation method of p-aminophenyl-beta-ethoxyl sulphone sulphate |
| CN104193657A (en) * | 2014-08-18 | 2014-12-10 | 浙江劲光化工有限公司 | Synthesis method of environmental-friendly p-(beta-sulfatoethylsulfonyl) aniline |
| CN104193657B (en) * | 2014-08-18 | 2016-08-24 | 浙江劲光实业股份有限公司 | A kind of synthetic method of environment-friendly type p-(beta-hydroxyethyl sulfone sulfate) aniline |
| CN107522336A (en) * | 2017-09-08 | 2017-12-29 | 江苏明盛化工有限公司 | The processing method of caused acid waste water in a kind of contraposition ester production process |
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