CN108069844B - Method for refining acetone solvent used in polyphenylene sulfide production and application thereof - Google Patents
Method for refining acetone solvent used in polyphenylene sulfide production and application thereof Download PDFInfo
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- CN108069844B CN108069844B CN201610990209.6A CN201610990209A CN108069844B CN 108069844 B CN108069844 B CN 108069844B CN 201610990209 A CN201610990209 A CN 201610990209A CN 108069844 B CN108069844 B CN 108069844B
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- acetone solvent
- acetone
- polyphenylene sulfide
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 title claims abstract description 154
- 239000002904 solvent Substances 0.000 title claims abstract description 46
- 239000004734 Polyphenylene sulfide Substances 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 37
- 229920000069 polyphenylene sulfide Polymers 0.000 title claims abstract description 37
- 238000007670 refining Methods 0.000 title claims abstract description 12
- 230000019086 sulfide ion homeostasis Effects 0.000 title description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims abstract description 68
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000005406 washing Methods 0.000 claims abstract description 24
- 239000003456 ion exchange resin Substances 0.000 claims abstract description 23
- 229920003303 ion-exchange polymer Polymers 0.000 claims abstract description 23
- 230000002378 acidificating effect Effects 0.000 claims abstract description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 8
- 239000003513 alkali Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000005342 ion exchange Methods 0.000 claims description 3
- 239000003729 cation exchange resin Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims 4
- 238000005554 pickling Methods 0.000 claims 2
- 238000009987 spinning Methods 0.000 abstract description 18
- 238000002360 preparation method Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 241001391944 Commicarpus scandens Species 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- -1 etc.) Substances 0.000 description 4
- 238000009533 lab test Methods 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 125000002147 dimethylamino group Chemical class [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000002360 explosive Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- STUSTWKEFDQFFZ-UHFFFAOYSA-N Chlordimeform Chemical compound CN(C)C=NC1=CC=C(Cl)C=C1C STUSTWKEFDQFFZ-UHFFFAOYSA-N 0.000 description 1
- 239000005947 Dimethoate Substances 0.000 description 1
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000011831 acidic ionic liquid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960001948 caffeine Drugs 0.000 description 1
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 1
- 229960005286 carbaryl Drugs 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229960002179 ephedrine Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/0204—Polyarylenethioethers
- C08G75/0277—Post-polymerisation treatment
- C08G75/0281—Recovery or purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a refining method of an acetone solvent used in the preparation of polyphenylene sulfide and application thereof, wherein the refining method comprises the following steps: (1) adsorbing the acetone solvent to be treated by adopting acidic ion exchange resin to obtain a pretreated acetone solvent; (2) and (2) performing alkalization treatment on the pretreated acetone solvent obtained in the step (1) to obtain a refined acetone solvent. The acetone solvent obtained by the refining method is alkalescent, and simultaneously has low methylamine content, so that the yarn breaking phenomenon in the spinning process is reduced when the acetone solvent is used for the washing process of polyphenylene sulfide.
Description
Technical Field
The invention belongs to the field of polyphenylene sulfide manufacturing, and particularly relates to a refining method and application of an acetone solvent used in polyphenylene sulfide manufacturing.
Background
Methylamine (Methylamine), which is a gas at room temperature, has an odor similar to ammonia. Is easily soluble in water, ethanol and ether, has weak alkalinity, and can generate water-soluble salts with inorganic acid. Methylamine is industrially used in a wide range of applications, and is useful as a raw material for producing pharmaceuticals (active ingredients, caffeine, ephedrine, etc.), agricultural chemicals (carbaryl, dimethoate, chlordimeform, etc.), dyes (alizarin intermediate, anthraquinone-based intermediate, etc.), explosives and fuels (water-gel explosive, monomethylhydrazine, etc.), surfactants, accelerators, and rubber aids, photographic chemicals, solvents, etc.
Polyphenylene sulfide (hereinafter referred to as "PPS") has good chemical and physical properties, and is widely used in the industrial and technical fields of aerospace, electronics and machinery, petrochemical industry, food, light industry, and the like, and the synthetic process thereof is increasingly gaining attention from all countries in the world. The existing synthetic process of polyphenylene sulfide is as follows: mixing at least one sulfur source selected from an alkali metal sulfide and an alkali metal hydrosulfide in an organic amide solvent [ generally, N-methylpyrrolidone (NMP) ], adding an alkali metal hydroxide as necessary, dehydrating, adding a dihalo-aromatic compound, heating and polymerizing, separating the obtained polymer from the reaction solution, and washing the separated polymer with an organic solvent (generally, acetone). (see 200380107629.6).
During the PPS polymerization process, NMP decomposes at high temperatures to produce methylamine and 1, 4-butyrolactone. The inventor finds that when washing solvents such as acetone are recycled in the subsequent washing process, trace impurities (such as methylamine) which have adverse effects on the quality of PPS (polyphenylene sulfide) products cannot be sufficiently removed under the condition that the acetone solvents are recycled and refined only by distillation, the acetone can change color after being placed for a long time, and finally the adverse effects on the physical properties of the products are brought, particularly, the PPS products can be colored after the methylamine content is accumulated to a certain degree, and even the viscosity is reduced, so that the recycled acetone cannot be recycled.
Hitherto, the refining and recovery of the PPS washing solvent have not been known, and only patent CN200380107629.6 mentions the use of HCl to remove methylamine in acetone, but HCl is liable to corrode equipment, and has high requirements for equipment, and the cost is increased accordingly. The present inventors have found that hydrochloric acid tends to remain in acetone when this method is used, and the pH of acetone is lowered, and that spinning of PPS washed with acetone tends to be accompanied by filament breakage, which makes spinning difficult and increases spinning cost. In addition, the reaction product obtained by the reaction of hydrochloric acid and methylamine is not recovered, and the methylamine byproduct is not recovered. Meanwhile, the patent also mentions that the content of alkaline impurities such as methylamine and the like can be obviously reduced by using activated carbon to adsorb and treat the acetone solvent, but the activated carbon cannot be recycled after being used, and a large amount of solid waste is generated.
There are also reports on methods for removing methylamine from a solvent. Patent CN 101337707 a reports that dimethylamine wastewater is treated by an ion exchange method, the wastewater is ion-exchanged with a strong acid cation exchange resin, and the resin is saturated by adsorption, and then dimethylamine is eluted by inorganic acid to regenerate the resin. Patent CN 102060398A has also been reported similarly. And concentrating the dimethylamine salt obtained after elution by a reverse osmosis membrane technology, drying and recovering the dimethylamine salt.
Compared with the above patent, methylamine can be dissolved in acetone and can react with acetone to generate Schiff base, only free methylamine in acetone can be removed by the method of rectification by adding hydrochloric acid, and the combination of methylamine and acetone cannot be removed. And acetone is easy to generate self-polycondensation reaction under the strong alkali condition, so that the acetone is deteriorated. The use of weakly basic resins can ameliorate this problem. For improved production efficiency, a large pore channel weakly basic ion exchange resin is preferred.
Disclosure of Invention
The invention provides a refining method of an acetone solvent used in the preparation of polyphenylene sulfide and application thereof.
A method for refining an acetone solvent used in the production of polyphenylene sulfide comprises the following steps:
(1) adsorbing the acetone solvent to be treated by adopting acidic ion exchange resin to obtain a pretreated acetone solvent;
(2) and (2) performing alkalization treatment on the pretreated acetone solvent obtained in the step (1) to obtain a refined acetone solvent.
Wherein the acetone solvent to be treated is obtained by primary distillation from a washing liquid in a washing procedure of a polyphenylene sulfide manufacturing process.
The present inventors have found that the treatment of the alkali aqueous solution and the organic solvent solution of PPS in the post-treatment step reduces the yarn breakage during spinning, and on the contrary, the treatment with the acid aqueous solution in the washing step increases the yarn breakage during spinning. The method firstly uses acidic ion exchange resin to adsorb and remove methylamine, but the solvent is acidic at the moment, and then removes residual acidic substances through alkalization treatment, so that the acetone solvent is alkaline. By adopting the method, the methylamine content in the recovered solvent is reduced, the obtained acetone is alkaline, and in the subsequent washing of PPS, the obtained product is easier to spin and is not easy to break.
Preferably, in the step (1), the specific type of the acidic ion exchange resin is 001 type, 111 type, 112 type, 122 type or LX-15, and the macroporous weakly acidic ion exchange resin LX-15 is preferred.
Preferably, in step (1), the adsorbed acidic ion exchange resin is activated by acid washing and then recycled. More preferably, the acid used for the acid washing is hydrochloric acid, and after adding an alkali solution to the obtained acid washing solution, the aqueous solution of methylamine is obtained by rectification. By adopting the treatment mode, the acidic ion exchange resin can be activated and then recycled, the methylamine hydrochloride obtained after the resin activation is rectified by adding an alkali solution, and the methylamine aqueous solution is further recovered, so that the whole process is green, economic and environment-friendly.
In the step (2), after the alkalization treatment, the pH value of the acetone solvent is greater than 7, and at the moment, the yarn breakage phenomenon in the spinning process is obviously reduced.
As a preferable mode, the alkalization treatment comprises adding an alkaline substance to the pre-treatment acetone solvent;
the alkaline substance comprises sodium hydroxide, sodium carbonate or sodium bicarbonate.
In another preferred embodiment, the alkalization treatment includes: and (3) carrying out ion exchange on the pretreated acetone solvent through alkaline ion exchange resin.
Preferably, the basic ion exchange resin is 201 type, 301 type, 331 type, 301 type or LSD296, and is preferably a macroporous weakly basic ion exchange resin LSD 296.
The invention also provides a preparation method of the polyphenylene sulfide, which comprises a washing procedure, wherein the solvent used in the washing procedure is the refined acetone solvent obtained by the refining method. At the moment, the obtained PPS product is convenient for spinning, is not easy to break and is light in color.
Compared with the prior art, the invention has the beneficial effects that:
(1) the invention adopts acidic ion exchange resin and alkaline ion exchange resin to process in sequence, the obtained refined acetone solvent is alkalescent, and the methylamine content is reduced to be below 100 ppm. When the solvent is used for washing polyphenylene sulfide, the obtained polyphenylene sulfide is not easy to break, the subsequent processing treatment is convenient, and the color becomes light;
(2) the acidic ionic liquid can be recycled after being activated, and meanwhile, the adsorbed methylamine can be recovered as a byproduct, so that the discharge of waste is reduced, and the whole process is green, economic and environment-friendly.
Detailed Description
Example 1
The polymerization was carried out according to CN201210576780.5 example 1 (including only the reaction step, not including the corresponding post-treatment step, i.e., before centrifugal filtration), after the polymerization, the PPS solid particles were separated by a sieve, and the PPS was washed and purified by acetone, and the obtained filtrate was preliminarily rectified to recover acetone containing 300ppm of methylamine and having a content of 95%.
5L of the acetone initially recovered was taken and treated with 50g of an activated acidic ion exchange resin LX-15 equivalent to 70mL to adsorb methylamine. The column-passing speed was 120ml/h and the column-passing temperature was 25 ℃. After the treatment, the resulting acetone had a methylamine content of 10ppm and a pH of 4.5, and was further treated with 50g of activated basic ion exchange resin LSD296 type resin equivalent to 70 mL. The column passing speed was 120 ml/h. The methylamine content in the acetone obtained after the treatment was 11ppm, and the acetone had a pH of 8.
The acetone recovered by the method is applied to the subsequent washing of polyphenylene sulfide resin, and the obtained product has MFR130g/10min after being dried and whiteness (L value in LAB test result) of 93.4, and is less in yarn breakage when used for spinning.
Spinning is carried out by applying the following conditions:
drying temperature: 130 +/-5 DEG C
Drying time: 24h
Screw temperature:
| heating section | A segment of | Two segment | Three sections | Four sections | Five sections | Six sections | Seven segments |
| Temperature (. degree.C.) | 270 | 290 | 290 | 295 | 295 | 285 | 280 |
Screw rotation speed: 400rpm
Screw diameter: 35mm
Spinneret plate aperture: 0.25mm
Cooling by cross air blow: the air volume is 7-20 m3Min, wind speed 0.5m/s
Winding speed (m/min): 450 to 700F
Drafting temperature: 90-130 DEG C
Heat setting temperature: 150-220 deg.C
Draft multiple: 3.5 to 5 times
And counting the time interval of re-spinning after each yarn breakage, wherein the larger the shovel plate period is, the more yarn breakage is difficult to occur during spinning, and the smaller the shovel plate period is, the more yarn breakage is easy to occur. The blade cycle was 9 hours.
Example 2
The preliminary distillation was carried out in the same manner as in example 1 to recover acetone containing 400ppm of methylamine and 98%.
10L of the acetone initially recovered was treated with 100g of an activated LX-15 type acidic ion exchange resin equivalent to 140mL to adsorb methylamine. The column passing speed was 150 ml/h. After the treatment, the resulting acetone had a methylamine content of 30ppm and a pH of 4, and was further treated with 50g of activated basic ion exchange resin LSD-296 (equivalent to 70 mL). The column passing speed was 120 ml/h. The methylamine content in the acetone obtained after the treatment was 28ppm, and the acetone had a pH of 8.
The acetone recovered by the method is applied to the subsequent washing of polyphenylene sulfide resin, and the MFR125g/10min of a dried product is measured, the whiteness (L value in an LAB test result) is 94.1, and the acetone is less broken when used for spinning. Spinning as in example 1, the blade cycle was measured to be 8.7 hours.
Comparative example 1
The polymerization was carried out according to the procedure of example 1 of CN201210576780.5, and after the polymerization, solid particles of PPS were separated by a sieve, and the PPS was washed and purified by acetone, and the obtained filtrate was preliminarily rectified to recover acetone containing 300ppm of methylamine and having a content of 95%. Acetone is refined by adding hydrochloric acid into recovered acetone according to 200380107629.6 in the method of example 1, the obtained acetone is applied to subsequent washing of polyphenylene sulfide resin, and the obtained product has MFR145g/10min after drying and whiteness (L value in LAB test result) of 89.4, and is easy to break when used for spinning. Spinning was carried out under the same conditions as in example 1, and the blade cycle was found to be 3.8 hours.
Comparative example 2
The preliminary distillation was carried out in the same manner as in example 1 to recover acetone containing 320ppm of methylamine and having a content of 97%.
5L of the acetone initially recovered was taken and treated with 50g of an activated LX-15 acidic ion exchange resin equivalent to 70mL to adsorb methylamine. The column-passing speed was 120ml/h and the column-passing temperature was 25 ℃. The methylamine content in the acetone obtained after the treatment is 8ppm, the pH value of the acetone is 4.4, the acetone recovered by the method is applied to the subsequent washing of the polyphenylene sulfide resin, and the MFR160g/10min of the dried product and the whiteness (L value in an LAB test result) are measured to be 87.3, and the broken filaments are easy to occur when the acetone is used for spinning. Spinning as in example 1, the blade cycle was measured to be 3.5 hours.
The main properties of the fibers are shown in the following Table
| Example 1 | Example 2 | Comparative example 1 | Comparative example 2 | ||
| Fineness of fiber | dtex | 2.25 | 2.3 | 2.24 | 2.26 |
| Breaking strength | cN/dtex | 4.32 | 4.35 | 3.9 | 3.7 |
| Elongation degree | ％ | 28 | 25 | 15 | 10 |
| Shovel cycle | h | 9 | 8.7 | 3.8 | 3.5 |
Claims (5)
1. A method for refining an acetone solvent used in the production of polyphenylene sulfide is characterized by comprising the following steps:
(1) adsorbing the acetone solvent to be treated by adopting acidic ion exchange resin to obtain a pretreated acetone solvent;
(2) performing alkalization treatment on the pretreated acetone solvent obtained in the step (1) to obtain a refined acetone solvent;
in the step (2), after alkalization treatment, the pH value of an acetone solvent is more than 7;
the alkalization treatment comprises the following steps: carrying out ion exchange on the pretreated acetone solvent by using alkaline ion exchange resin;
the basic ion exchange resin is weak basic ion exchange resin;
wherein the acetone solvent to be treated is obtained by primary distillation from a washing liquid in a washing procedure of a polyphenylene sulfide manufacturing process.
2. The method according to claim 1, wherein in the step (1), the specific type of the acidic cation exchange resin is 001 type, 111 type, 112 type, 122 type or LX-15 type.
3. The method for purifying an acetone solvent used in the production of polyphenylene sulfide according to claim 1, wherein in the step (1), the adsorbed acidic ion exchange resin is activated by acid washing and then recycled.
4. The method for refining an acetone solvent used in the production of polyphenylene sulfide according to claim 3, wherein the acid used for pickling is hydrochloric acid, and an alkali solution is added to the pickling solution obtained and the solution is rectified to obtain an aqueous solution of methylamine.
5. A method for producing polyphenylene sulfide, comprising a purification method of an acetone solvent and a washing step, characterized in that the purification method is the purification method according to any one of claims 1 to 4, and the purified acetone solvent obtained by the purification method is used in the washing step.
Priority Applications (1)
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US12018129B2 (en) | 2021-09-08 | 2024-06-25 | Ticona Llc | Extraction technique for recovering an organic solvent from a polyarylene sulfide waste sludge |
| US12024596B2 (en) | 2022-09-06 | 2024-07-02 | Ticona Llc | Anti-solvent technique for recovering an organic solvent from a polyarylene sulfide waste sludge |
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| CN115960354B (en) * | 2022-12-30 | 2024-05-24 | 四川大学 | Purification method of polyarylether and high-purity polyarylether |
| CN116041703B (en) * | 2022-12-30 | 2024-05-24 | 四川大学 | High-whiteness low-impurity-content polyarylether and preparation method thereof |
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| CN1732209A (en) * | 2002-12-27 | 2006-02-08 | 吴羽化学工业株式会社 | Process for producing and method of cleaning polyarylene sulfide, and method of purifying organic solvent used for cleaning |
| CN101337707A (en) * | 2008-08-08 | 2009-01-07 | 合肥工业大学 | Method for processing dimethylamine waste water by ion-exchange method |
| CN102060398A (en) * | 2010-11-12 | 2011-05-18 | 马剑华 | Method for treating dimethylamine waste water by using weakly acidic cation exchange resin |
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| CN1732209A (en) * | 2002-12-27 | 2006-02-08 | 吴羽化学工业株式会社 | Process for producing and method of cleaning polyarylene sulfide, and method of purifying organic solvent used for cleaning |
| CN101337707A (en) * | 2008-08-08 | 2009-01-07 | 合肥工业大学 | Method for processing dimethylamine waste water by ion-exchange method |
| CN102060398A (en) * | 2010-11-12 | 2011-05-18 | 马剑华 | Method for treating dimethylamine waste water by using weakly acidic cation exchange resin |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US12018129B2 (en) | 2021-09-08 | 2024-06-25 | Ticona Llc | Extraction technique for recovering an organic solvent from a polyarylene sulfide waste sludge |
| US12024596B2 (en) | 2022-09-06 | 2024-07-02 | Ticona Llc | Anti-solvent technique for recovering an organic solvent from a polyarylene sulfide waste sludge |
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Application publication date: 20180525 Assignee: SHAOXING YUCHENG NEW MATERIAL Co.,Ltd. Assignor: ZHEJIANG NHU SPECIAL MATERIALS Co.,Ltd. Contract record no.: X2023980043406 Denomination of invention: A Refining Method for Acetone Solvent Used in the Manufacturing of Polyphenylene Sulfide and Its Application Granted publication date: 20210316 License type: Common License Record date: 20231016 |
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Application publication date: 20180525 Assignee: SHANGYU NHU BIO-CHEM Co.,Ltd. Assignor: ZHEJIANG NHU SPECIAL MATERIALS Co.,Ltd. Contract record no.: X2023980043692 Denomination of invention: A Refining Method for Acetone Solvent Used in the Manufacturing of Polyphenylene Sulfide and Its Application Granted publication date: 20210316 License type: Common License Record date: 20231019 Application publication date: 20180525 Assignee: ZHEJIANG NHU PHARMACEUTICAL Co.,Ltd. Assignor: ZHEJIANG NHU SPECIAL MATERIALS Co.,Ltd. Contract record no.: X2023980043684 Denomination of invention: A Refining Method for Acetone Solvent Used in the Manufacturing of Polyphenylene Sulfide and Its Application Granted publication date: 20210316 License type: Common License Record date: 20231019 Application publication date: 20180525 Assignee: Zhejiang XinHeCheng nylon material Co.,Ltd. Assignor: ZHEJIANG NHU SPECIAL MATERIALS Co.,Ltd. Contract record no.: X2023980043682 Denomination of invention: A Refining Method for Acetone Solvent Used in the Manufacturing of Polyphenylene Sulfide and Its Application Granted publication date: 20210316 License type: Common License Record date: 20231019 |