CN102241592A - Method for producing dioctyl terephthalate from polyester waste - Google Patents
Method for producing dioctyl terephthalate from polyester waste Download PDFInfo
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- CN102241592A CN102241592A CN2010101772222A CN201010177222A CN102241592A CN 102241592 A CN102241592 A CN 102241592A CN 2010101772222 A CN2010101772222 A CN 2010101772222A CN 201010177222 A CN201010177222 A CN 201010177222A CN 102241592 A CN102241592 A CN 102241592A
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- ethylene glycol
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Abstract
The invention provides a method for producing dioctyl terephthalate from PET (Polyester) waste, belonging to the technical field of plasticizers. The method is implemented by the following steps of: coarsely crushing PET waste, cleaning and drying to obtain a clean PET material; adding the clean PET material and industrial octanol into a reaction kettle in a certain ratio and undergoing an ester exchange reaction under the action of a catalyst; returning the industrial octanol into the reaction kettle by dealcoholization for recycling to obtain crude dioctyl terephthalate; and adding a decoloring agent and a filter aid, fully stirring and filtering with a filter press to obtain finished dioctyl terephthalate. In the method, PET waste is taken as a raw material, the raw material is readily available, a new measure is provided for the recycling of the PET waste, and the requirement for recycling economy is met; and alkali neutralizing and water washing procedures are eliminated in the process flow, the defect of the production of a large amount of industrial waste water in the reaction process existing in the prior art is overcome, the production process is simple and the cost is low.
Description
Technical field
The present invention relates to a kind of production method of softening agent, especially relate to the method that a kind of PET of utilization polyester waste is produced dioctyl terephthalate (DOTP).
Technical background
(the alleged polyester of the present invention is a polyethylene terephthalate to polyester, be PET) be the raw material of producing products such as terylene and packing bottle, the annual total amount that produces the polyester waste of China reaches 2,500,000 tons, have only quality is better, purity is higher waste just to be used to the production again of terylene, quite a few directly abandons, and has caused the wasting of resources.How useless polyester that these are abandoned are realized utilizing in reality is produced again and are had very important significance.
Softening agent accounts for 58% of auxiliary chemicals market, and annual consumption is very big, and the product of current production rate maximum is dioctyl phthalate (DOP) (DOP) and dioctyl terephthalate (DOTP).Along with the development of plastics, rubber, leather industry, the market requirement of softening agent is in rising trend.Disabled in European Union because of the living-hygienic articles for use that use the DOP softening agent, and DOTP is listed in non-toxic plasticizer, so the production non-toxic plasticizer is the inexorable trend of industry development.Most of manufacturer of DOTP still adopts traditional direct esterification method technology at present, promptly produces DOTP by terephthalic anhydride (PTA) and octanol direct esterification.This technology has following shortcoming: 1. be raw material with PTA, and the production cost height; 2. in the esterification reaction process, produce waste water; 3. reaction adds an acidic catalyst, complex manufacturing, and difficult treatment, treating processes produce a large amount of waste water.The report of the method for the synthetic DOTP of domestic also useful polyester waste, but need to use soda lye wash in the production process, also can produce trade effluent, the wastewater treatment meeting increases production cost greatly.The present invention utilizes waste polyester to prepare DOTP, has saved the soda lye wash link, does not produce trade effluent, meets modern environmental protection concept, for the polyester waste recycle has found new approach.
Summary of the invention
The objective of the invention is at the deficiencies in the prior art, provide and utilize the method for polyester waste, simplified technical process and do not produced waste water, realize the purpose that environment-protecting clean is produced for raw material production DOTP.
Technical scheme of the present invention: utilize the polyester waste to produce the method for dioctyl phthalate, take the step of following order:
(1) the raw material rough segmentation is pulverized: the non-polyester thing in the polyester waste is chosen pulverized after removing, obtain the polyester sheet stock;
(2) sheet stock cleaning-drying: above-mentioned polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing;
(3) degraded-transesterify: above-mentioned clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are, clean polyester material: industrial octanol=1: 3～1: 6, stirring is warming up to 180 ℃～240 ℃, control reactor pressure is-0.01MPa～-during 0.03MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 0.1%～3% of a clean polyester material quality, reaction times lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished;
(4) dealcoholysis: after above-mentioned degraded-transesterification reaction is finished, reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaims industrial octanol and ethylene glycol, obtains the thick product of dioctyl terephthalate;
(5) industrial octanol utilizes again: the industrial octanol and the ethylene glycol that will reclaim pass through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying;
(6) decolorization filtering: the thick product of above-mentioned gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.
Discoloring agent is selected gac for use, and flocculating aids is selected diatomite for use.
Catalyst levels is 0.3% o'clock of clean polyester material quality, best results.
Degraded-transesterification reaction and dealcoholization carry out in same reactor continuously.
Chemical reaction mechanism
1, generates monoesters
The invention has the beneficial effects as follows, be raw material with the polyester waste, wide material sources, and cost is low, has both satisfied industrial needs, has opened up a new road for the polyester waste recycle again, meets the requirement of recycling economy; Saved alkali neutralization and washing step in the technical process, overcome the shortcoming that produces a large amount of trade effluents in the reaction process that prior art exists, production technique is simple, production cost is low.
Embodiment
The invention will be further described with following embodiment.
Embodiment 1:
Non-polyester thing in the polyester waste chosen pulverize after removing, obtain the polyester sheet stock; Above-mentioned polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing; Above-mentioned clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are by clean polyester material: industrial octanol is 1: 3, when stirring is warming up to 180 ℃, control reactor pressure for-0.03MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 0.1% of a clean polyester material quality, reaction lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished; Then reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaim industrial octanol and ethylene glycol, obtain the thick product of dioctyl terephthalate; The industrial octanol and the ethylene glycol that reclaim are passed through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying; The thick product of above-mentioned gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.It is 91% that the dioctyl terephthalate product calculates transformation efficiency with pure PET.
Embodiment 2:
Non-polyester thing in the polyester waste chosen pulverize after removing, obtain the polyester sheet stock; The polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing; Clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are by clean polyester material: industrial octanol is 1: 6, when stirring is warming up to 240 ℃, control reactor pressure for-0.01MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 3% of a clean polyester material quality, reaction times lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished; After degraded-transesterification reaction is finished, reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaims industrial octanol and ethylene glycol, obtains the thick product of dioctyl terephthalate; The industrial octanol and the ethylene glycol that reclaim are passed through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying; The thick product of gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.It is 88% that the dioctyl terephthalate product calculates transformation efficiency with pure PET.
Embodiment 3:
Non-polyester thing in the polyester waste chosen pulverize after removing, obtain the polyester sheet stock; The polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing; Clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are by clean polyester material: industrial octanol is 1: 3, when stirring is warming up to 240 ℃, control reactor pressure for-0.03MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 3% of a clean polyester material quality, reaction times lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished; After degraded-transesterification reaction is finished, reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaims industrial octanol and ethylene glycol, obtains the thick product of dioctyl terephthalate; The industrial octanol and the ethylene glycol that reclaim are passed through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying; The thick product of gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.The DOTP product is 90% in pure PET transformation efficiency.
Embodiment 4:
Non-polyester thing in the polyester waste chosen pulverize after removing, obtain the polyester sheet stock; The polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing; Above-mentioned clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are by clean polyester material: industrial octanol is 1: 6, when stirring is warming up to 200 ℃, control reactor pressure for-0.03MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 0.3% of a clean polyester material quality, reaction times lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished; After degraded-transesterification reaction is finished, reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaims industrial octanol and ethylene glycol, obtains the thick product of dioctyl terephthalate; The industrial octanol and the ethylene glycol that reclaim are passed through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying; The thick product of gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.The DOTP product is 95% in pure PET transformation efficiency.
The used discoloring agent of the present invention is selected gac for use, and flocculating aids is selected diatomite for use, is industry routine chemical materials.
Claims (3)
1. utilize the polyester waste to produce the method for dioctyl terephthalate, it is characterized in that, take the step of following order:
(1) the raw material rough segmentation is pulverized: the non-polyester thing in the polyester waste is chosen pulverized after removing, obtain the polyester sheet stock;
(2) sheet stock cleaning-drying: above-mentioned polyester sheet stock is obtained clean polyester material by the cleaning and drying device processing;
(3) degraded-transesterify: above-mentioned clean polyester material and industrial octanol are joined in the reactor, the clean polyester material that adds and the mol ratio of industrial octanol are, clean polyester material: industrial octanol=1: 3～1: 6, stirring is warming up to 180 ℃～240 ℃, control reactor pressure is-0.01MPa～-during 0.03MPa, add catalyzer make clean polyester material degraded and with industrial octanol generation transesterification reaction, catalyzer is the metatitanic acid lipid material, catalyst levels is 0.1%～3% of a clean polyester material quality, reaction times lasts till in the still sampling acid number till be equal to or less than 0.05mgKOH/g, and degraded-transesterification reaction is finished;
(4) dealcoholysis: after above-mentioned degraded-transesterification reaction is finished, reacting kettle inner pressure is controlled at-0.08MPa, temperature is controlled under 200 ℃ the condition, remove industrial octanol and ethylene glycol 30 minutes, feeding pressure again in still in the mixture is the 0.3MPa saturated vapor, uses vacuum extractor to reaction kettle for vacuumizing simultaneously, carry out the stripping dealcoholysis, the water vapor consumption is pressed every cubic metre of 2kg metering of reactor volume, reclaims industrial octanol and ethylene glycol, obtains the thick product of dioctyl terephthalate;
(5) industrial octanol utilizes again: the industrial octanol and the ethylene glycol that will reclaim pass through static layering, upper strata industry octanol is failed back utilization again in the reactor, simultaneously, lower floor's ethylene glycol solution is sent into the purification still, at pressure is that 10mmHg, temperature are to carry out vacuum hydro-extraction under 120 ℃ the condition, gained ethylene glycol is sent into rectifying tower again and is obtained byproduct ethylene glycol finished product through rectifying;
(6) decolorization filtering: the thick product of above-mentioned gained dioctyl terephthalate is added after discoloring agent and flocculating aids fully stir, filter, obtain the dioctyl terephthalate finished product through pressure filter.
2. the method for utilizing the polyester waste to produce dioctyl terephthalate according to claim 1 is characterized in that discoloring agent is selected gac for use, and flocculating aids is selected diatomite for use.
3. the method for utilizing the polyester waste to produce dioctyl terephthalate according to claim 1 and 2 is characterized in that catalyst levels is 0.3% of a clean polyester material quality.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101772222A CN102241592A (en) | 2010-05-12 | 2010-05-12 | Method for producing dioctyl terephthalate from polyester waste |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2010101772222A CN102241592A (en) | 2010-05-12 | 2010-05-12 | Method for producing dioctyl terephthalate from polyester waste |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103044257A (en) * | 2012-12-29 | 2013-04-17 | 南京化工职业技术学院 | Alcoholysis method and device system for producing dioctyl terephthalate by polyester wastes |
| CN104722248A (en) * | 2015-03-31 | 2015-06-24 | 南京化工职业技术学院 | Device and process for producing dioctyl terephthalate by virtue of reactive distillation of waste polyester |
| CN109134244A (en) * | 2018-09-26 | 2019-01-04 | 东华大学 | A kind of biodegrading process of waste and old polyester |
| PL422845A1 (en) * | 2017-09-14 | 2019-03-25 | Dąbrowski Damian Kabex Zph | Method and the device for obtaining diisooctylterephthalate from ethylene polyterephthalate |
| CN109879760A (en) * | 2019-03-26 | 2019-06-14 | 山东同源环保新材料有限公司 | A kind of method of terylene waste material alcoholysis esterification preparation dioctyl terephthalate |
| CN112521279A (en) * | 2020-12-30 | 2021-03-19 | 河南天宁新材料科技有限公司 | Production method of environment-friendly plasticizer DOTP |
| US11117853B2 (en) * | 2019-10-28 | 2021-09-14 | Nan Ya Plastics Corporation | Methods for manufacturing and decolorizing dioctyl terephthalate |
| CN114276238A (en) * | 2022-01-07 | 2022-04-05 | 济宁长兴塑料助剂有限公司 | Preparation method of diisooctyl terephthalate |
| US20220204727A1 (en) * | 2020-12-29 | 2022-06-30 | Hanwha Solutions Corporation | Plasticizer composition |
| US20220204726A1 (en) * | 2020-12-29 | 2022-06-30 | Hanwha Solutions Corporation | Plasticizer composition |
| CN115843291A (en) * | 2020-06-29 | 2023-03-24 | 辛特克株式会社 | Process for producing high-purity bis- (2-hydroxyethyl) terephthalate, recycled polyethylene terephthalate, decolorization solvent, and process for purifying bis- (2-hydroxyethyl) terephthalate |
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Patent Citations (3)
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103044257B (en) * | 2012-12-29 | 2015-08-26 | 南京化工职业技术学院 | Terylene waste material produces alcoholysis method and the apparatus system of dioctyl terephthalate |
| CN103044257A (en) * | 2012-12-29 | 2013-04-17 | 南京化工职业技术学院 | Alcoholysis method and device system for producing dioctyl terephthalate by polyester wastes |
| CN104722248A (en) * | 2015-03-31 | 2015-06-24 | 南京化工职业技术学院 | Device and process for producing dioctyl terephthalate by virtue of reactive distillation of waste polyester |
| PL422845A1 (en) * | 2017-09-14 | 2019-03-25 | Dąbrowski Damian Kabex Zph | Method and the device for obtaining diisooctylterephthalate from ethylene polyterephthalate |
| PL238812B1 (en) * | 2017-09-14 | 2021-10-11 | Dabrowski Damian Kabex Zph | Method and the device for obtaining diisooctylterephthalate from ethylene polyterephthalate |
| CN109134244A (en) * | 2018-09-26 | 2019-01-04 | 东华大学 | A kind of biodegrading process of waste and old polyester |
| CN109879760A (en) * | 2019-03-26 | 2019-06-14 | 山东同源环保新材料有限公司 | A kind of method of terylene waste material alcoholysis esterification preparation dioctyl terephthalate |
| US11117853B2 (en) * | 2019-10-28 | 2021-09-14 | Nan Ya Plastics Corporation | Methods for manufacturing and decolorizing dioctyl terephthalate |
| CN115843291A (en) * | 2020-06-29 | 2023-03-24 | 辛特克株式会社 | Process for producing high-purity bis- (2-hydroxyethyl) terephthalate, recycled polyethylene terephthalate, decolorization solvent, and process for purifying bis- (2-hydroxyethyl) terephthalate |
| US20220204726A1 (en) * | 2020-12-29 | 2022-06-30 | Hanwha Solutions Corporation | Plasticizer composition |
| US20220204727A1 (en) * | 2020-12-29 | 2022-06-30 | Hanwha Solutions Corporation | Plasticizer composition |
| CN112521279A (en) * | 2020-12-30 | 2021-03-19 | 河南天宁新材料科技有限公司 | Production method of environment-friendly plasticizer DOTP |
| CN114276238A (en) * | 2022-01-07 | 2022-04-05 | 济宁长兴塑料助剂有限公司 | Preparation method of diisooctyl terephthalate |
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Application publication date: 20111116 |