CN109160660A - A kind of sodium carboxymethylcellulose produces the recovery method of hydroxyacetic acid in waste water - Google Patents
A kind of sodium carboxymethylcellulose produces the recovery method of hydroxyacetic acid in waste water Download PDFInfo
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- CN109160660A CN109160660A CN201811097843.2A CN201811097843A CN109160660A CN 109160660 A CN109160660 A CN 109160660A CN 201811097843 A CN201811097843 A CN 201811097843A CN 109160660 A CN109160660 A CN 109160660A
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F9/00—Multistage treatment of water, waste water or sewage
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C07C51/42—Separation; Purification; Stabilisation; Use of additives
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
- C07C51/493—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification whereby carboxylic acid esters are formed
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
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- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/02—Treatment of water, waste water, or sewage by heating
- C02F1/04—Treatment of water, waste water, or sewage by heating by distillation or evaporation
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- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/38—Treatment of water, waste water, or sewage by centrifugal separation
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- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/722—Oxidation by peroxides
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
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- C02F2101/34—Organic compounds containing oxygen
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- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
- C02F2103/38—Polymers
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2301/00—General aspects of water treatment
- C02F2301/08—Multistage treatments, e.g. repetition of the same process step under different conditions
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2305/00—Use of specific compounds during water treatment
- C02F2305/02—Specific form of oxidant
- C02F2305/026—Fenton's reagent
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Abstract
The present invention relates to the recovery methods of hydroxyacetic acid in sodium carboxymethylcellulose field of waste water treatment more particularly to a kind of sodium carboxymethylcellulose production waste water, comprising the following steps: 1) flocculant is added in waste water, flocculation separation obtains mother liquor；2) macroporous absorbent resin is added in the mother liquor, 2-5h is vibrated at 20-40 DEG C, filter, obtain efflux；3) efflux is evaporated under reduced pressure, removes the salts substances of precipitation, obtains concentrate；4) methanol is added in concentrate and exchanger resin is esterified, rectifying, 90-120 DEG C of collection evaporates compound and obtains carboxylate；5) heating hydrolysis 3-5h is carried out to carboxylate, vacuum distillation removes alcohols material and water, obtains hydroxyacetic acid.The present invention is preferentially: the hydroxyacetic acid in CMC production waste water can be effectively recycled, it is economic and environment-friendly.
Description
Technical field
The present invention relates to sodium carboxymethylcellulose field of waste water treatment more particularly to a kind of production of sodium carboxymethylcellulose are useless
The recovery method of hydroxyacetic acid in water.
Background technique
Unique pollutant that sodium carboxymethylcellulose (CMC) industry generates is waste water, and feature is with high salt, high COD (20000
~40000mg/L).1 ton of CMC of every production will be about 2.5~3 tons of generation of waste liquid, and the processing that CMC produces waste water is always generation
An important topic within the scope of boundary, developed country especially payes attention to.If Japan uses dioxygen water treatment technology, Germany uses resin
Exchange process, but respective disadvantage is still remained, it is not able to achieve the zero-emission of surface water.China yet there are no mature skill in this respect
Art patent still has the gap of increasing compared with developed countries.In energy-saving and emission-reduction, protection environment, especially aqueous systems have been protected
Rise the today for becoming China's national strategy, solves the problems, such as that this seems extremely important.
China is in the economic rapid growth phase, and CMC product is with the development of higher annual growth at present.It is expected that China exists
Demand can rise to 80~1,000,000 tons in nearly 5 years, and the growth in market is good, therefore the recycling of CMC industry emission is convex
The urgency and necessity implemented are shown.
Application No. is a kind of methods of CMC wastewater treatment of the patent description of CN201610346447.3, first will be a large amount of
Salinity removal is filtered by way of evaporation, then COD is reduced by biochemical method, to reach the requirement of discharge, still
COD content is very high in CMC waste water, and moieties biodegradability is poor, meanwhile, replace hydroxyl with monoxone in CMC production process
Base need to use excessive monoxone, and under alkaline condition, excessive monoxone forms hydroxy acid sodium, hydroxyacetic acid and its ester
Compound is a kind of important fine-chemical intermediate, is widely used in binder, dyeing, weaving, daily use chemicals industry.Therefore, to useless
The separation or conversion of contained hydroxyacetic acid are significant for CMC wastewater treatment in water, can not only substantially reduce in solid waste
COD is conducive to environmental protection, and can turn waste into wealth.Generally by the way that the hydroxyacetic acid in waste water is esterified the shape hydrolyzed again
Formula obtains hydroxyacetic acid, and there are mainly two types of the methods of existing synthesis of hydroxy acetic acid esters: one is hydroxyacetic acids and alcohol to urge in acid
Change lower generation ester；Another kind is hydroxyacetic acid under alkaline condition with halohydrocarbons reaction at ester, carries out separation and pure by rectifying
Metaplasia at ester.The shortcomings that first method, is that conversion ratio is low, causes raw material availability not high；The shortcomings that second method is
The more corresponding alcohol of halogenated hydrocarbons price general charged used is high, and the alkali that consume at least equivalent promotes reaction, generates new solid waste,
Cause industrialized production very uneconomical.
Summary of the invention
In view of the above problems, the present invention proposes that a kind of sodium carboxymethylcellulose (CMC) produces time of hydroxyacetic acid in waste water
Receiving method can effectively slough most organic matter and salt in sodium carboxymethylcellulose waste water, while recycling obtains hydroxyl
Acetic acid has effectively recycled waste while realizing environment protection emission.
In order to achieve the above object, the present invention realizes by the following method: in a kind of sodium carboxymethylcellulose production waste water
The recovery method of hydroxyacetic acid, comprising the following steps:
(1) flocculant is added in waste water, flocculation separation obtains mother liquor；
(2) macroporous absorbent resin is added in the mother liquor, 2-5h is vibrated at 20-40 DEG C, filter, obtain efflux；
(3) efflux is evaporated under reduced pressure, removes the salts substances of precipitation, obtains concentrate；
(4) methanol is added in concentrate and exchanger resin is esterified, rectifying, 90-120 DEG C of collection evaporates compound and is esterified
Object；
(5) heating hydrolysis 3-5h is carried out to carboxylate, vacuum distillation removes alcohols material and water, obtains hydroxyacetic acid.
The main component of sodium carboxymethylcellulose waste water is salinity and COD high, and the present invention first carries out at flocculation waste water
Reason is mainly used for removing remaining sodium carboxymethylcellulose and suspended matter, macroporous absorbent resin is recycled to effectively remove in waste water
90% or more organic matter reduces COD value, the salinity in waste water is effectively removed by second distillation, adds alcohol esterification, utilizes rectifying
The carboxylate of higher purity is obtained, then hydrolyzes and finally obtains hydroxyacetic acid.
Preferably, the flocculant is fenton reagent, and the flocculation separation is that 5-10min, carboxylic are centrifuged in centrifuge
Itself sodium carboxymethylcellulose can be remained in sodium carboxymethylcellulose pyce waste water, being mixed in discharge in waste water is to lead to water pollution and COD
One of the main reason for exceeded, using fenton reagent, on the one hand can effective degradation of sodium carboxymethylcellulo, e, it is in addition flocculated
Operation, can remove the impurity to suspend in water, pre-processes for subsequent resin of crossing, improves the service life of resin.
Preferably, the revolving speed of the centrifuge is 4500-5000r/min.
Preferably, the average grain diameter of the macroporous absorbent resin is 0.32-0.76mm, average pore size 10-20nm, the ginseng
Several macroporous absorbent resins can effectively remove the organic matter in sodium carboxymethylcellulose, reduce COD.
Preferably, step (3) vacuum distillation carries out in two times, and first time pressure is -0.08 ~ -0.085MPa, temperature
It is 50-80 DEG C, distillate carries out second and is evaporated under reduced pressure, and pressure is -0.085 ~ -0.095MPa, and temperature is 50-80 DEG C, obtains
Concentrate, by being evaporated under reduced pressure twice, control parameter can largely remove sodium chloride, improve salt rejection rate.
Preferably, the exchanger resin be strong-acid ion exchange resin, with strong-acid ion exchange resin substitute acid come
The catalyst for doing esterification avoids the techniques such as a series of side reactions caused by acid adding and subsequent deacidification, improves final
The yield and purity of product.
Preferably, the strong-acid ion exchange resin may be reused after strong acid activates, strong acidic ion exchange
Catalyst of the resin as reaction, be not involved in reaction may be reused after resin carries out physical cleaning reduction with strong acid, section
About cost.
Preferably, step (4) esterification, the content of exchanger resin are 100-200g/L.
Preferably, step (4) rectifying, air speed 0.01-0.015/min, the temperature range that collection evaporates compound is 80-
95 DEG C, also there is esterification occurring in distillation process, under parameter provided by the invention, hydroxyacetic acid esterification yield be can achieve
96%。
Preferably, the temperature control of step (5) described hydrolysis is at 70-90 DEG C, and temperature is lower than 70 DEG C, and hydrolysis slowly produces
Rate is low；Temperature is higher than 90 DEG C, and hydrolysate is easy to be esterified again again.
The present invention is preferentially:
(1) fenton reagent pretreated waste water is used, removes remaining sodium carboxymethylcellulose and partial organic substances, then use macropore
It adsorbs resin and removes remaining organic matter, can efficiently reduce COD.
(2) present invention obtains hydroxyacetic acid by way of hydrolyzing the hydroxyacetic acid esterification in waste water again, because itself
Sodium carboxymethylcellulose give up impurities in water it is more, direct purifying hydroxy-acetic acid is more difficult, and obtained product purity is lower, using from
Sub-exchange resin catalytic esterification, rectifying collect the mode of esterification, can greatly improve the yield and purity of hydroxyacetic acid.
(3) treated that waste water effectively reduces the COD and salinity of waste water while obtaining hydroxyacetic acid by the present invention
Content reaches discharge standard, there is very actual economic benefit.
Specific embodiment
This specific implementation method is only explanation of the invention, is not limitation of the present invention.Those skilled in the art
Member's any change made after having read specification of the invention, as long as within the scope of the claims, it all will be by
To the protection of Patent Law.
Production waste water of the present invention is obtained with excessive monoxone substituted hydroxy production sodium carboxymethylcellulose, mistake
The monoxone of amount will form hydroxyacetic acid ammonium and be dissolved in waste water, while with sodium carboxymethylcellulose, the impurity such as lignin.
Embodiment 1:
A kind of sodium carboxymethylcellulose produces the recovery method of hydroxyacetic acid in waste water, comprising the following steps:
(1) being added in waste water has H2O2And FeSO4The fenton reagent of composition, wherein H2O2And FeSO4Molar ratio be 30:1,
It is uniformly mixed, 10min, revolving speed 5000r/min, isolated mother liquor is centrifuged in centrifuge；
(2) it is added macroporous absorbent resin in above-mentioned mother liquor, average grain diameter 0.32-0.56mm, average pore size 10-15nm,
2h is vibrated at 30 DEG C, filters, obtains efflux, at this point, large amount of organic has been removed, waste water COD reduces obvious；
(3) efflux is evaporated under reduced pressure, first time pressure is -0.08MPa, and temperature is 80 DEG C, and distillate carries out second
Vacuum distillation, pressure are -0.095MPa, and temperature is 80 DEG C, obtain concentrate, a large amount of sodium chloride is removed；
(4) methanol is added by 5kg/L in concentrate, strong-acid ion exchange resin is added by 200g/L and carries out esterification,
Reaction carries out rectifying afterwards for 24 hours, and the control of rectifying column air speed evaporates compound and obtain carboxylate in 0.01/min, 90-120 DEG C of collection；
(5) heating hydrolysis is carried out to carboxylate at 70 DEG C, the reaction time removes alcohols material and water, obtain in 3h, vacuum distillation
To hydroxyacetic acid.
Embodiment 2:
A kind of sodium carboxymethylcellulose produces the recovery method of hydroxyacetic acid in waste water, comprising the following steps:
(1) being added in waste water has H2O2And FeSO4The fenton reagent of composition, wherein H2O2And FeSO4Molar ratio be 40:1,
It is uniformly mixed, 10min, revolving speed 4500r/min, isolated mother liquor is centrifuged in centrifuge；
(2) it is added macroporous absorbent resin in above-mentioned mother liquor, average grain diameter 0.52-0.76mm, average pore size 15-20nm,
5h is vibrated at 20 DEG C, filters, obtains efflux, at this point, large amount of organic has been removed, waste water COD reduces obvious；
(3) efflux is evaporated under reduced pressure, first time pressure is -0.08MPa, and temperature is 80 DEG C, and distillate carries out second
Vacuum distillation, pressure are -0.095MPa, and temperature is 80 DEG C, obtain concentrate, a large amount of sodium chloride is removed；
(4) methanol is added by 3kg/L in concentrate, strong-acid ion exchange resin is added by 100g/L and carries out esterification,
Reaction carries out rectifying afterwards for 24 hours, and the control of rectifying column air speed evaporates compound and obtain carboxylate in 0.012/min, 90-120 DEG C of collection；
(5) heating hydrolysis is carried out to carboxylate at 90 DEG C, the reaction time removes alcohols material and water, obtain in 5h, vacuum distillation
To hydroxyacetic acid.
Embodiment 3:
A kind of sodium carboxymethylcellulose produces the recovery method of hydroxyacetic acid in waste water, comprising the following steps:
(1) being added in waste water has H2O2And FeSO4The fenton reagent of composition, wherein H2O2And FeSO4Molar ratio be 25:
1, it is uniformly mixed, 5min, revolving speed 5000r/min, isolated mother liquor is centrifuged in centrifuge；
(2) it is added macroporous absorbent resin in above-mentioned mother liquor, average grain diameter 0.32-0.56mm, average pore size 10-20nm,
3h is vibrated at 40 DEG C, filters, obtains efflux, at this point, large amount of organic has been removed, waste water COD reduces obvious；
(3) efflux is evaporated under reduced pressure, first time pressure is -0.085MPa, and temperature is 50 DEG C, and distillate carries out second
Vacuum distillation, pressure are -0.095MPa, and temperature is 50 DEG C, obtain concentrate, a large amount of sodium chloride is removed；
(4) methanol is added by 5kg/L in concentrate, strong-acid ion exchange resin is added by 200g/L and carries out esterification,
Reaction carries out rectifying afterwards for 24 hours, and the control of rectifying column air speed evaporates compound and obtain carboxylate in 0.015/min, 90-120 DEG C of collection；
(5) heating hydrolysis is carried out to carboxylate at 80 DEG C, the reaction time removes alcohols material and water, obtain in 4h, vacuum distillation
To hydroxyacetic acid.
To the hydroxyacetic acid analysis detection that three embodiments obtain, data as shown in the table are obtained, wherein the rate of recovery 1
The content of hydroxyacetic acid product in ton waste water.
For the hydroxyacetic acid purity that the present invention obtains 75% or so, the rate of recovery is probably useless in hydroxyacetic acid/1 ton 10-15kg
Water.COD and salinity in waste water can be effectively reduced in technique of the invention simultaneously, is conducive to the discharge of waste water science.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Within mind and principle, any modification, equivalent replacement, improvement and so on be should all be included in the protection scope of the present invention.
Claims (10)
1. the recovery method of hydroxyacetic acid in a kind of sodium carboxymethylcellulose production waste water, it is characterised in that: the following steps are included:
Flocculant is added in waste water, flocculation separation obtains mother liquor；
Macroporous absorbent resin is added in the mother liquor, 2-5h is vibrated at 20-40 DEG C, filters, obtains efflux；
Efflux is evaporated under reduced pressure, the salts substances of precipitation is removed, obtains concentrate；
Methanol is added in concentrate and exchanger resin is esterified, rectifying, 90-120 DEG C of collection evaporates compound and obtains carboxylate；
Heating hydrolysis 3-5h is carried out to carboxylate, vacuum distillation removes alcohols material and water, obtains hydroxyacetic acid.
2. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: the flocculant is fenton reagent, and the flocculation separation is that 5-10min is centrifuged in centrifuge.
3. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 2
Sign is: the revolving speed of the centrifuge is 4500-5000r/min.
4. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: the average grain diameter of the macroporous absorbent resin is 0.32-0.76mm, average pore size 10-20nm.
5. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: step (3) vacuum distillation carries out in two times, and first time pressure is -0.08 ~ -0.085MPa, temperature 50-80
DEG C, distillate carries out second and is evaporated under reduced pressure, and pressure is -0.085 ~ -0.095MPa, and temperature is 50-80 DEG C, obtains concentrate.
6. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: the exchanger resin is strong-acid ion exchange resin.
7. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 6
Sign is: the strong-acid ion exchange resin may be reused after strong acid activates.
8. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: step (4) described esterification, and the content of exchanger resin is 100-200g/L.
9. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: step (4) described rectifying, air speed 0.01-0.015/min, and the temperature range that collection evaporates compound is 80-95 DEG C.
10. the recovery method of hydroxyacetic acid, special in a kind of sodium carboxymethylcellulose production waste water according to claim 1
Sign is: the temperature of step (5) described hydrolysis is controlled at 70-90 DEG C.
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| CN113912236A (en) * | 2021-10-29 | 2022-01-11 | 广州兰德环保资源科技有限公司 | Method for recovering glycolic acid from CMC wastewater |
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| CN100343220C (en) * | 2005-07-21 | 2007-10-17 | 太仓市新月化工有限公司 | Technology of preparing hdyroxy acetic acid |
| CN101560044B (en) * | 2009-05-26 | 2011-06-15 | 中国科学技术大学苏州研究院 | Treatment method of waste water in hydroxybenzoic acid production |
| CN102381782B (en) * | 2011-09-22 | 2013-05-08 | 江门市慧信净水材料有限公司 | Recovery treatment method for wastewater generated in production of carboxymethyl cellulose |
| CN103193622B (en) * | 2013-04-26 | 2014-12-10 | 山东潍坊润丰化工股份有限公司 | Recovery method of glycolic acid in phenoxy carboxylic acid industrial wastewater |
| CN106698731A (en) * | 2015-08-26 | 2017-05-24 | 盐城市瓯华化学工业有限公司 | Biochemical treatment and recycling method of chemical wastewater |
| CN106008201A (en) * | 2016-05-24 | 2016-10-12 | 江苏泰利达新材料股份有限公司 | Method for extracting sodium glycollate from CMC wastewater |
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| CN113912236A (en) * | 2021-10-29 | 2022-01-11 | 广州兰德环保资源科技有限公司 | Method for recovering glycolic acid from CMC wastewater |
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