CN110229062A - A kind of recovery method of waste PET polyester - Google Patents
A kind of recovery method of waste PET polyester Download PDFInfo
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- CN110229062A CN110229062A CN201910495533.4A CN201910495533A CN110229062A CN 110229062 A CN110229062 A CN 110229062A CN 201910495533 A CN201910495533 A CN 201910495533A CN 110229062 A CN110229062 A CN 110229062A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/297—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
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Abstract
The present invention relates to recovery and reuse of waste technical fields, disclose a kind of recovery method of waste PET polyester.Method includes the following steps: waste PET polyester article is cut into fragment by (1), is then washed, dried；(2) PET polyester chips, polypropylene glycol, ethylene glycol and catalyst obtained by step (1) are stirred, are then warming up to 140-160 DEG C of progress primary first-order equation, then heat to 190-200 DEG C of progress secondary response；Wherein, the catalyst is the mixture of zinc acetate, sodium acetate and tetrabutyl titanate, and the mass ratio of zinc acetate, sodium acetate and tetrabutyl titanate is 10:1-3:3-5.Alcoholysis is carried out to waste PET polyester article using method of the present invention, higher percent alcoholysis and BHET yield can be obtained.
Description
Technical field
The present invention relates to recovery and reuse of waste technical fields, and in particular to a kind of recovery method of waste PET polyester.
Background technique
With the development of the times, PET polyester (i.e. polyethylene terephthalate) product has been widely present in people
Daily life in, most of in our daily necessity is all as made by PET.And since people are ever-increasing every year
The usage amount of PET is the processing problem of management of its rubbish to our brings.The plastic products being discarded in water body can be extra large
The death of marine organisms is eaten and caused to foreign biology by mistake, and the plastic products in the river basin for providing water source for people will be led
The blocking for causing pump, causes huge loss to our industrial production and power station.The stronger chemical inertness of PET material leads to it
Time required for voluntarily degrading is longer, thus occupies a large amount of spaces that we are survived.Simultaneously as the original of synthesis polyester
Material ethylene glycol is prepared by petroleum, so the cost for preparing PET is very high, and the accumulation of a large amount of waste PET product
It is also a kind of waste of resource, so manufacture original PET polyester material to save, and for the protection of energy resources,
And also to mitigate the accumulation of a large amount of waste PETs to the pressure of environment, in recent years for the recycling and utilization of waste PET product,
Cause the research of all parts of the world scientific research personnel.Study on degradation is carried out to discarded PET product, it will help mitigate the dirt of environment
Dye, and help to promote the recycling and utilization of high molecular material.In recent years, it improves with the development of science and technology, for waste PET
The biodegrading process of bottle constantly improve, and waste PET bottle has become one of recyclable material of most worthy.But it utilizes and burns
Although burn processing waste PET energy resources can be brought for us, at the same time caused by air pollution problems inherent be also not allow to neglect
Depending on.And land fill, then a large amount of space resources is needed, and waste PET product is constantly accumulated in agricultural land soil,
Absorption of the crops to nutrient will be will affect, and then the yield of crops is caused to decline.Therefore, more environmentally protective give up is inquired into
It abandons PET recovery method and causes the concern of people in recent years.
Carrying out degradation to waste PET using alcoholysis method is one of chemical degradation method more mature at present, industrial production
In application has been obtained.Mainly by being degraded to waste PET using alcohols material as alcoholysis agent, common alcohol
Solution agent has methanol, ethylene glycol, propylene glycol, glycerine etc..However, degraded using existing method to waste PET polyester, institute
Product species it is more, percent alcoholysis is lower, and target product yield is lower.
Summary of the invention
The purpose of the invention is to overcome the drawbacks described above on present in existing waste PET polyester alcoholysis method, mention
For a kind of recovery method of new waste PET polyester.
To achieve the goals above, the present invention provides a kind of recovery method of waste PET polyester, this method includes following
Step:
(1) waste PET polyester article is cut into fragment, is then washed, is dried；
(2) PET polyester chips, polypropylene glycol, ethylene glycol and catalyst obtained by step (1) are stirred, are then heated up
To 140-160 DEG C of progress primary first-order equation, 190-200 DEG C of progress secondary response is then heated to；
Wherein, the catalyst be zinc acetate, sodium acetate and tetrabutyl titanate mixture, and zinc acetate, sodium acetate and
The mass ratio of tetrabutyl titanate is 10:1-3:3-5.
Preferably, in step (2), relative to the PET polyester chips of 100 parts by weight, the use of the polypropylene glycol
Amount is 50-150 parts by weight, and the dosage of the ethylene glycol is 150-250 parts by weight；It is further preferred that relative to 100 parts by weight
The PET polyester chips, the dosage of the polypropylene glycol is 80-120 parts by weight, and the dosage of the ethylene glycol is 180-220
Parts by weight.
Preferably, relative to the PET polyester chips of 100 parts by weight, the polypropylene glycol is total with the ethylene glycol
Dosage is 280-320 parts by weight, more preferably 290-310 parts by weight.
Preferably, in the catalyst, the mass ratio of zinc acetate, sodium acetate and tetrabutyl titanate is 10:1.5-2:
3.5-4。
Preferably, relative to the PET polyester chips of 100 parts by weight, the dosage of the catalyst is 0.05-0.5 weight
Measure part.
Preferably, in step (2), the temperature of the primary first-order equation is 145-155 DEG C, and the temperature of the secondary response is
195-198℃。
Preferably, in step (2), the time of the primary first-order equation is 0.5-2h, and the temperature of the secondary response is 1-
2h。
Preferably, in step (1), the waste PET polyester article is cut into the fragment having a size of 1-20mm.
Alcoholysis is carried out to waste PET polyester article according to the method described in the present invention, higher percent alcoholysis (tool can be obtained
Body is 93% or more), and alcoholysis product is mainly bishydroxyethyl terephthalate (BHET), yield is higher, can be up to
72% or more.
Detailed description of the invention
Fig. 1 is the infrared spectrogram of alcoholysis product prepared by embodiment 1；
Fig. 2 is the X-ray diffractogram of alcoholysis product prepared by embodiment 1.
Specific embodiment
Detailed description of the preferred embodiments below.It should be understood that described herein specific
Embodiment is merely to illustrate and explain the present invention, and is not intended to restrict the invention.
The endpoint of disclosed range and any value are not limited to the accurate range or value herein, these ranges or
Value should be understood as comprising the value close to these ranges or value.For numberical range, between the endpoint value of each range, respectively
It can be combined with each other between the endpoint value of a range and individual point value, and individually between point value and obtain one or more
New numberical range, these numberical ranges should be considered as specific open herein.
The recovery method of waste PET polyester of the present invention the following steps are included:
(1) waste PET polyester article is cut into fragment, is then washed, is dried；
(2) PET polyester chips, polypropylene glycol, ethylene glycol and catalyst obtained by step (1) are stirred, are then heated up
To 140-160 DEG C of progress primary first-order equation, 190-200 DEG C of progress secondary response is then heated to.
In step (1), it is preferable that being cut into the waste PET polyester article having a size of 1-20mm (preferably 1-
Fragment 10mm).Herein, the size of fragment refers to the maximum linear distance of any two points on fractal surfaces.
In step (1), by waste PET polyester article cut fragmented operation can in such a way that this field is conventional it is real
It applies, as long as the waste PET polyester article can be crushed to the fragment for predetermined size.
In step (1), the operation that waste PET polyester chips are dried can be natural air drying, can also dry
It is dried in case.In the mode of operation dried in an oven, the temperature of baking oven can be 40-50 DEG C.
In step (2), catalyst used is the mixture of zinc acetate, sodium acetate and tetrabutyl titanate.It is urged described
In agent, the mass ratio of zinc acetate, sodium acetate and tetrabutyl titanate is 10:1-3:3-5, preferably 10:1.5-2:3.5-4.
In step (2), relative to the PET polyester chips of 100 parts by weight, the dosage of the catalyst can be
0.05-0.5 parts by weight, specifically for example can for 0.05,0.08,0.1,0.12,0.15,0.16,0.18,0.20,0.22,
0.25,0.3,0.35,0.4,0.45,0.5 parts by weight, preferably 0.1-0.3 parts by weight, most preferably 0.2 parts by weight.
In step (2), relative to the PET polyester chips of 100 parts by weight, the dosage of the polypropylene glycol can be
50-150 parts by weight, specifically for example can be 50,60,70,80,90,100,110,120,130,140,150, parts by weight, preferably
For 80-120 parts by weight；The dosage of the ethylene glycol can be 150-250 parts by weight, specifically for example can for 150,160,170,
180,190,200,210,220,230,240,250 parts by weight, preferably 180-220 parts by weight.
In step (2), relative to the PET polyester chips of 100 parts by weight, the polypropylene glycol and the ethylene glycol
Total dosage be 280-320 parts by weight, specifically for example can be 280,285,290,295,300,305,310,315,320 weight
Part, preferably 290-310 parts by weight.
It, can be with according to above-mentioned numberical range addition catalyst, polypropylene glycol and ethylene glycol in method of the present invention
Obtain higher percent alcoholysis and BHET yield.
In the present invention, the polypropylene glycol is preferably the polypropylene glycol of molecular weight 1000-3000, most preferably molecular weight
2000 polypropylene glycol.
In step (2), it is preferable that the temperature of the primary first-order equation be 145-155 DEG C, specifically for example can for 145 DEG C,
146 DEG C, 147 DEG C, 148 DEG C, 149 DEG C, 150 DEG C, 151 DEG C, 152 DEG C, 153 DEG C, 154 DEG C, 155 DEG C, most preferably 152 DEG C.
In step (2), it is preferable that the temperature of the secondary response be 195-198 DEG C, specifically for example can for 195 DEG C,
196 DEG C, 197 DEG C, 198 DEG C, most preferably 197 DEG C.
In method of the present invention, the primary first-order equation temperature and the secondary response temperature are in above-mentioned preferred value
When in range, alcoholysis process can obtain higher percent alcoholysis and BHET yield.
In step (2), the time of the primary first-order equation can be 0.5-2h, most preferably 1h；The secondary response
Temperature is 1-2h, most preferably 1.5h.
The present invention will be described in detail by way of examples below, but protection scope of the present invention is not limited to that.
Embodiment 1
The present embodiment is used to illustrate the recovery method of waste PET polyester of the present invention.
Waste PET polyester article is cut into the fragment of 1-10mm, is put into beaker, distilled water is taken to pour into stirring in beaker,
Then it is put into beaker cleaning 15min in supersonic wave cleaning machine, filters, then natural air drying.Gained PET polyester chips are put into
Be connected in the three-necked flask of agitating device, by the weight of the PET polyester chips be 100 parts by weight in terms of, in three-necked flask
It is added the polypropylene glycol (molecular weight 2000) of 100 parts by weight, the ethylene glycol of 200 parts by weight, the zinc acetate of 0.125 parts by weight,
The tetrabutyl titanate of the sodium acetate of 0.025 parts by weight and 0.05 parts by weight, is stirred.Under stiring, by the three-necked flask
It is warming up to 150 DEG C, and insulation reaction 1h；Then heat to 197 DEG C, and insulation reaction 1.5h.Then by gained reaction mixture
It is cooled to room temperature, filters, obtain the clear alcoholysis product of appearance.
Product analysis:
(1) FTIR spectrum test being carried out to alcoholysis product, wherein spectral wavelength parameter is set as 500~
4000cm-1, gained infrared spectrogram is as shown in Figure 1；
(2) X-ray diffraction analysis is carried out to alcoholysis product, wherein 0 is set by the angle of diffraction of X-ray diffractometer~
90 °, gained X-ray diffractogram is as shown in Figure 2.
In Fig. 1, the wave crest of infrared spectrogram is analyzed, so that it may which analysis obtains official contained in gained sample
It can roll into a ball, in Fig. 1,3439cm-1Strong absworption peak be by free hydroxyl-OH shrink vibrate caused by characteristic absorption peak, it was demonstrated that
There is free hydroxyl, 2880~2964cm in alcoholysis product-1The absorption peak at place is caused by the C-H stretching vibration on alkyl
Absorption peak.In 1714cm-1The strong absworption peak that place occurs is the characteristic absorption peak of carbonyl C=O.Absorption peak caused by phenyl ring skeleton
In 1686,1506,1458cm-1Locate available embodiment.In 1262,1131,1067cm-1The strong absworption peak at place is by C-O-C
The caused characteristic absorption peak of asymmetric and symmetric bending.In conclusion can prove alcoholysis product by infrared spectrogram
In contain phenyl ring, ester bond, carbonyl, hydroxyl, it is identical as the structure of BHET.
In Fig. 2, the diffracting spectrum of alcoholysis product is scanned for comparing in the standard diagram in analysis software, it can be with
See from figure, the appearance for the substance diffracting spectrum that number is 53-1689 in the diffracting spectrum of alcoholysis product and standard diagram library
The intensity at diffraction maximum position and peak is substantially coincide, and the molecular formula of the substance of the number is C12H14O6, consistent with the molecular formula of BHET.
Percent alcoholysis and BHET yield are analyzed and are calculated according to following formula.
Percent alcoholysis=alcoholysis product quality ÷ waste PET polyester article × 100%
BHET content ÷ alcoholysis product quality × 100% in BHET yield=alcoholysis product
Calculated result is as shown in table 1.
Embodiment 2
The present embodiment is used to illustrate the recovery method of waste PET polyester of the present invention.
Waste PET polyester article is cut into the fragment of 1-10mm, is put into beaker, distilled water is taken to pour into stirring in beaker,
Then it is put into beaker cleaning 15min in supersonic wave cleaning machine, filters, then natural air drying.Gained PET polyester chips are put into
Be connected in the three-necked flask of agitating device, by the weight of the PET polyester chips be 100 parts by weight in terms of, in three-necked flask
It is added the polypropylene glycol (molecular weight 2000) of 120 parts by weight, the ethylene glycol of 180 parts by weight, the zinc acetate of 0.2 parts by weight,
The tetrabutyl titanate of the sodium acetate of 0.03 parts by weight and 0.07 parts by weight, is stirred.Under stiring, by the three-necked flask liter
Temperature is to 145 DEG C, and insulation reaction 1h；Then heat to 198 DEG C, and insulation reaction 1.5h.Then gained reaction mixture is cold
But to room temperature, filtering obtains the clear alcoholysis product of appearance.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Embodiment 3
The present embodiment is used to illustrate the recovery method of waste PET polyester of the present invention.
Waste PET polyester article is cut into the fragment of 1-10mm, is put into beaker, distilled water is taken to pour into stirring in beaker,
Then it is put into beaker cleaning 15min in supersonic wave cleaning machine, filters, then natural air drying.Gained PET polyester chips are put into
Be connected in the three-necked flask of agitating device, by the weight of the PET polyester chips be 100 parts by weight in terms of, in three-necked flask
It is added the polypropylene glycol (molecular weight 2000) of 80 parts by weight, the ethylene glycol of 220 parts by weight, the zinc acetate of 0.125 parts by weight,
The tetrabutyl titanate of the sodium acetate of 0.025 parts by weight and 0.05 parts by weight, is stirred.Under stiring, by the three-necked flask
It is warming up to 155 DEG C, and insulation reaction 1h；Then heat to 195 DEG C, and insulation reaction 1.5h.Then by gained reaction mixture
It is cooled to room temperature, filters, obtain the clear alcoholysis product of appearance.The analysis result of percent alcoholysis and BHET yield such as 1 institute of table
Show.
Embodiment 4
Implement according to the method for embodiment 1, unlike, the additional amount of ethylene glycol is 260 parts by weight, and polypropylene glycol adds
Entering amount is 40 parts by weight.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Embodiment 5
Implement according to the method for embodiment 1, unlike, the additional amount of ethylene glycol is 130 parts by weight, and polypropylene glycol adds
Entering amount is 170 parts by weight.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 1
Implement according to the method for embodiment 1, unlike, it is added without ethylene glycol, and the dosage of polypropylene glycol is 300 weight
Part.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 2
Implement according to the method for embodiment 1, unlike, it is added without polypropylene glycol, and the dosage of ethylene glycol is 300 weight
Part.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 3
Implement according to the method for embodiment 1, unlike, it is added without sodium acetate and tetrabutyl titanate, and the use of zinc acetate
Amount is 0.20 parts by weight.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 4
Implement according to the method for embodiment 1, unlike, it is added without zinc acetate and sodium acetate, and the use of tetrabutyl titanate
Amount is 0.20 parts by weight.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 5
Implement according to the method for embodiment 1, unlike, it is added without sodium acetate, and the dosage of zinc acetate is 0.15 weight
Part.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 6
Implement according to the method for embodiment 1, unlike, the zinc acetate of 0.15 parts by weight, the sodium acetate of 0.02 parts by weight
With the tetrabutyl titanate of 0.03 parts by weight.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Comparative example 7
Implement according to the method for embodiment 1, unlike, the material in the three-necked flask is directly warming up to 197 DEG C, and
Insulation reaction 2.5h.The analysis result of percent alcoholysis and BHET yield is as shown in table 1.
Table 1
It can be seen that by the result of table 1 and alcoholysis carried out to waste PET polyester article using method of the present invention,
Higher percent alcoholysis and BHET yield can be obtained.
The preferred embodiment of the present invention has been described above in detail, and still, the present invention is not limited thereto.In skill of the invention
In art conception range, can with various simple variants of the technical solution of the present invention are made, including each technical characteristic with it is any its
Its suitable method is combined, and it should also be regarded as the disclosure of the present invention for these simple variants and combination, is belonged to
Protection scope of the present invention.
Claims (10)
1. a kind of recovery method of waste PET polyester, which is characterized in that method includes the following steps:
(1) waste PET polyester article is cut into fragment, is then washed, is dried；
(2) PET polyester chips, polypropylene glycol, ethylene glycol and catalyst obtained by step (1) are stirred, are then warming up to
140-160 DEG C of progress primary first-order equation then heats to 190-200 DEG C of progress secondary response；
Wherein, the catalyst is the mixture of zinc acetate, sodium acetate and tetrabutyl titanate, and zinc acetate, sodium acetate and metatitanic acid
The mass ratio of N-butyl is 10:1-3:3-5.
2. the method according to claim 1, wherein the PET in step (2), relative to 100 parts by weight
Polyester chips, the dosage of the polypropylene glycol are 50-150 parts by weight, and the dosage of the ethylene glycol is 150-250 parts by weight.
3. according to the method described in claim 2, it is characterized in that, PET polyester chips relative to 100 parts by weight, institute
The dosage for stating polypropylene glycol is 80-120 parts by weight, and the dosage of the ethylene glycol is 180-220 parts by weight.
4. method described in any one of -3 according to claim 1, which is characterized in that the PET relative to 100 parts by weight
Total dosage of polyester chips, the polypropylene glycol and the ethylene glycol is 280-320 parts by weight.
5. according to the method described in claim 4, it is characterized in that, PET polyester chips relative to 100 parts by weight, institute
The total dosage for stating polypropylene glycol and the ethylene glycol is 290-310 parts by weight.
6. the method according to claim 1, wherein in the catalyst, zinc acetate, sodium acetate and metatitanic acid are just
The mass ratio of butyl ester is 10:1.5-2:3.5-4.
7. method according to claim 1 or 6, which is characterized in that relative to the PET polyester chips of 100 parts by weight,
The dosage of the catalyst is 0.05-0.5 parts by weight.
8. the method according to claim 1, wherein the temperature of the primary first-order equation is 145- in step (2)
155 DEG C, the temperature of the secondary response is 195-198 DEG C.
9. the method according to claim 1, wherein the time of the primary first-order equation is 0.5- in step (2)
2h, the temperature of the secondary response are 1-2h.
10. the method according to claim 1, wherein the waste PET polyester article is cut in step (1)
At the fragment having a size of 1-20mm.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112403408A (en) * | 2020-08-20 | 2021-02-26 | 西安理工大学 | Magnetic micro-nano material based on PET degradation product and preparation method and application thereof |
| CN114591168A (en) * | 2022-03-31 | 2022-06-07 | 南京大学 | Heteroatom-doped zinc oxide catalyzed waste PET glycolysis method |
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| CN114591168A (en) * | 2022-03-31 | 2022-06-07 | 南京大学 | Heteroatom-doped zinc oxide catalyzed waste PET glycolysis method |
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Application publication date: 20190913 |