CN109517155A - A kind of modified poly ester and its film and preparation method - Google Patents
A kind of modified poly ester and its film and preparation method Download PDFInfo
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- CN109517155A CN109517155A CN201710846326.XA CN201710846326A CN109517155A CN 109517155 A CN109517155 A CN 109517155A CN 201710846326 A CN201710846326 A CN 201710846326A CN 109517155 A CN109517155 A CN 109517155A
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- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
- C08G63/86—Germanium, antimony, or compounds thereof
- C08G63/866—Antimony or compounds thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D7/00—Producing flat articles, e.g. films or sheets
- B29D7/01—Films or sheets
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/28—Nitrogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/003—Additives being defined by their diameter
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
Abstract
The present invention relates to a kind of new modified polyester and its film and preparation methods.This method is using binary acid and dihydric alcohol as primary raw material, is 220 DEG C~260 DEG C in temperature, absolute pressure carries out esterification under conditions of being 0.20MPa~0.40MPa using titanium nitride as additive using antimony-based catalyst as catalyst；In temperature it is 265 DEG C~285 DEG C after esterification, carries out polycondensation reaction under conditions of absolute pressure≤100Pa；Polycondensation reaction terminate after through pelletizing, drying, it is 0.55dL/g~0.70dL/g Modified polyester chips that inherent viscosity, which is made,.New modified polyester obtained by the present invention reduces by 5 units or more compared with normal polyester b value, improves 1 times or more using the vapor of biaxially oriented film made from this new modified polyester, oxygen barrier property, uvioresistant, counter infrared ray performance improve 20% or more.
Description
Technical field
The invention belongs to polymeric material fields, and in particular to a kind of modified poly ester and its film and preparation method.
Background technique
Bi oriented polyethylene terephthalate film (BOPET) high comprehensive performance, has wide range of applications, is applied to
When the fields such as solar cell backboard film, food packaging, medical drugs, cosmetic package and beverage bottle class, to polyester original
Uvioresistant, counter infrared ray and the barrier property for expecting and preparing film have higher requirements.Patent CN100503910C uses melt blending
The Nano titanium nitride that method addition concentration is 0.5%~2% prepares anti-ultraviolet polyester fiber, but point of the Nano titanium nitride in master batch
It is poor to dissipate effect.Patent CN103668538B equally uses melt-mixing method to prepare ultraviolet-resisting Nano titanium nitride polyester fiber
With master batch, adds excessive concentration and be difficult to ensure dispersion effect.
Compared to fiber polyester, polyester for film is higher to the quality requirements of master batch and additive, and melt-blending process preparation is high
Generally there are powder reuniting phenomenons for concentration master batch, and the pre-dispersed powder suspension finished is added by way of in-situ polymerization to be changed
Kind dispersing uniformity of the powder in polyester matrix.In addition, the thermal degradation reaction in high concentration master batch preparation process leads to by-product
Object increases, and rupture of membranes rate increases in road drawing process after film, and film aetiolation is serious.
Summary of the invention
To overcome, the dispersion of powder existing for polyester master particle is uneven in melt-blending process and thermal degradation problems, the present invention provide
A kind of modified poly ester film and preparation method thereof, this method is by the way of in-situ polymerization, by adding receiving of dispersing in advance
Rice titanium nitride-glycol suspension solution prepares new modified polyester, and the present invention can reduce polymerization catalyst dosage, obtained poly-
Ester b value reduces, and film uvioresistant, counter infrared ray and the barrier property of preparation improve.
The purpose of the present invention can be achieved through the following technical solutions:
A kind of preparation method of modified poly ester, this method is using binary acid and dihydric alcohol as primary raw material, with antimony-based catalyst
It is 220 DEG C~260 DEG C in temperature, absolute pressure is the item of 0.20MPa~0.40MPa using titanium nitride as additive for catalyst
Esterification is carried out under part；In temperature be 265 DEG C~285 DEG C after esterification, under conditions of absolute pressure≤100Pa into
Row polycondensation reaction；Polycondensation reaction terminate after through pelletizing, drying, it is 0.55dL/g~0.70dL/g modified poly ester that inherent viscosity, which is made,
Slice, the binary acid are terephthalic acid (TPA).
A kind of modified poly ester, the modified poly ester are prepared via a method which to obtain: this method is with binary acid and dihydric alcohol
Primary raw material, using titanium nitride as additive, is 220 DEG C~260 DEG C in temperature using antimony-based catalyst as catalyst, absolute pressure
To carry out esterification under conditions of 0.20MPa~0.40MPa；After esterification temperature be 265 DEG C~285 DEG C, absolutely
To carrying out polycondensation reaction under conditions of pressure≤100Pa；Polycondensation reaction terminate after through pelletizing, drying, obtained inherent viscosity is
0.55dL/g~0.70dL/g Modified polyester chips, the binary acid are terephthalic acid (TPA).
A kind of preparation method preparing film using above-mentioned modified poly ester, this method are that the modified poly ester that will be prepared is cut
Successively through pre-crystallized, dry, extrusion, vertically and horizontally biaxial tension, thermal finalization, relaxation, cooling, traction and winding, single layer is made in piece
Or three-layer thin-film.
In the preparation method of modified poly ester of the present invention: the dihydric alcohol is the dihydric alcohol of C1~4；The binary acid and
The molar ratio of dihydric alcohol is 1:1~2.In some preferred technical solutions: the dihydric alcohol is ethylene glycol.
In the preparation method of modified poly ester of the present invention: the antimony-based catalyst is antimony oxide, antimony triacetate or second
Glycol antimony, antimony content is the 0.0060%~0.0120% of Modified polyester chips quality in antimony-based catalyst.
In the preparation method of modified poly ester of the present invention: the D50 median of Nano titanium nitride is 20nm~40nm, and environment-friendly type is poly-
The content of Nano titanium nitride is 0.003%~0.1% in ester.In some preferred technical solutions: the Nano titanium nitride
It is first carried out in EG pre-dispersed, is prepared into finely dispersed titanium nitride/glycolic suspension, is then added to polyester synthesis body
In system, wherein mass concentration of the titanium nitride in suspension is 1%-50%.
Beneficial effects of the present invention:
New modified polyester obtained by the present invention reduces by 5 units or more compared with normal polyester b value, new modified poly- using this
Vapor, the oxygen barrier property of biaxially oriented film made from ester improve 1 times or more, and uvioresistant, counter infrared ray performance improve
20% or more.
Specific embodiment
Below with reference to embodiment, the present invention will be further described, and but the scope of the present invention is not limited thereto:
Embodiment one
Nitride powder and ethylene glycol are prepared into the suspension containing 20% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 30nm.
In 20L typical zolymerization reaction kettle be added 5000g terephthalic acid (TPA), 1960g ethylene glycol, ethylene glycol with PTA moles
Than for 1.30:1,1.209g glycol antimony catalyst, the above-mentioned titanium nitride/glycolic suspension of 0.87g, in 240 DEG C, absolute pressure
Esterification is carried out under 0.35Mpa, when water yield reaches 1100ml, pressure release to normal pressure.278 DEG C, absolute pressure 50Pa of temperature inside
Under the conditions of carry out polycondensation reaction 110min.End of reaction obtains new modified polyester through Melt Pump extrusion, pelletizing, drying
5783g.It is 0.0030% that Ti content is nitrogenized in new modified polyester, and the inherent viscosity of modified poly ester is 0.678dL/g, modified poly-
Ester b value is -2.2.
Take new modified polyester carry out pre-crystallized, dry, extrusion, vertically and horizontally biaxial tension, thermal finalization, relaxation, cooling, lead
Draw, wind, single thin film is made.
Embodiment two
Nitride powder and ethylene glycol are prepared into the suspension containing 20% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 30nm.
New modified polyester is prepared using the method being the same as example 1, the difference is that 2054g ethylene glycol is added,
Ethylene glycol and PTA molar ratio are 1.10:1, and titanium nitride/glycolic suspension of addition is 1.45g.Esterification reaction temperature is 260
DEG C, absolute pressure 0.25MPa, polycondensation reaction temperature is 275 DEG C, and vacuum is absolute pressure 40pa.It is obtained new modified poly-
It is 0.0050% that Ti content is nitrogenized in ester, and the inherent viscosity of modified poly ester is 0.675dL/g, and modified poly ester b value is -2.7.
Single thin film preparation method is the same as embodiment one.
Embodiment three
Nitride powder and ethylene glycol are prepared into the suspension containing 20% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 20nm.
New modified polyester is prepared using the method being the same as example 1, the difference is that 2801g ethylene glycol is added,
Ethylene glycol and PTA molar ratio are 1.50:1, and the catalyst of addition is antimony oxide 0.692g, titanium nitride/glycolic suspension
For 2.31g.Esterification reaction temperature is 245 DEG C, absolute pressure 0.35MPa.Polycondensation reaction temperature is 280 DEG C, absolute pressure
60pa, polycondensation reaction time 85min.It is 0.0080% that Ti content is nitrogenized in new modified polyester obtained, modified poly ester
Inherent viscosity is 0.554dL/g, and modified poly ester b value is -3.3.
Single thin film preparation method is the same as embodiment one.
Example IV
Nitride powder and ethylene glycol are prepared into the suspension containing 20% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 40nm.
New modified polyester is prepared using the method being the same as example 1, the difference is that 3361g ethylene glycol is added,
Ethylene glycol and PTA molar ratio are 1.80:1, and the catalyst of addition is antimony triacetate 0.710g, and titanium nitride/glycolic suspension is
17.35g.Esterification reaction temperature is 240 DEG C, absolute pressure 0.40MPa.Polycondensation reaction temperature is 273 DEG C, absolute pressure
30pa, polycondensation reaction time 118min.It is 0.06% that Ti content is nitrogenized in new modified polyester obtained, the spy of modified poly ester
Property viscosity be 0.697dL/g, modified poly ester b value be -3.6.
Single thin film preparation method is the same as embodiment one.
Embodiment five
Nitride powder and ethylene glycol are prepared into the suspension containing 50% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 30nm.
New modified polyester is prepared using the method being the same as example 1, the difference is that 3641g ethylene glycol is added,
Ethylene glycol and PTA molar ratio are 1.95, and the catalyst of addition is antimony glycol 0.605g, and titanium nitride/glycolic suspension is
2.31g.Esterification reaction temperature is 225 DEG C, absolute pressure 0.35MPa.Polycondensation reaction temperature is 270 DEG C, absolute pressure 15pa,
Polycondensation reaction time is 95min.It is 0.0200% that Ti content is nitrogenized in new modified polyester obtained, and the characteristic of modified poly ester is viscous
Degree is 0.610dL/g, and modified poly ester b value is -5.5.
Single thin film preparation method is the same as embodiment one.
Embodiment six
Nitride powder and ethylene glycol are prepared into the suspension containing 5% titanium nitride concentration after pre-dispersed, grinding
For use, used titanium nitride median particle size is 30nm.
New modified polyester is prepared using the method being the same as example 1, the difference is that 2988g ethylene glycol is added,
Ethylene glycol and PTA molar ratio are 1.60, and the catalyst of addition is antimony glycol 1.008g, and titanium nitride/glycolic suspension is
9.25g.Esterification reaction temperature is 250 DEG C, absolute pressure 0.40MPa.Polycondensation reaction temperature is 278 DEG C, absolute pressure 50pa,
Polycondensation reaction time is 110min.It is 0.0080% that Ti content is nitrogenized in new modified polyester obtained, the characteristic of modified poly ester
Viscosity is 0.678dL/g, and modified poly ester b value is -2.2.
New modified polyester, conventional glossy polyester is taken to carry out pre-crystallized, dry, extrusion, when slab prepares the three of ABA structure
Thickness piece, wherein A layers are new modified polyester, the B layer conventional bright chip for inherent viscosity 0.676dL/g, and ABA thickness ratio is
Sheet is carried out vertically and horizontally biaxial tension, thermal finalization, relaxation, cooling, traction, winding, three-layer thin-film is made by 1:8:1.
Reference example one
In 20L typical zolymerization reaction kettle be added 5000g terephthalic acid (TPA), 2988g ethylene glycol, ethylene glycol with PTA moles
Than carrying out esterification under the conditions of 240 DEG C, absolute pressure 0.35Mpa for 1.60,1.814g glycol antimony catalyst, wait go out
When water reaches 1100ml, pressure release to normal pressure.Polycondensation reaction 110min is carried out under the conditions of 278 DEG C of temperature, absolute pressure 50Pa inside.Instead
It should finish through Melt Pump extrusion, pelletizing, drying, obtain conventional glossy polyester 5783g.The inherent viscosity of conventional glossy polyester is
0.676dL/g, modified poly ester b value are 2.9.
Reference example two
Conventional glossy polyester is prepared using method identical with reference example one, the difference is that the catalyst being added is second
Glycol antimony 1.511g, polycondensation reaction time 120min.The inherent viscosity of conventional glossy polyester is 0.603dL/g, modified poly ester b
Value is 3.0.
Reference example three
Conventional glossy polyester is prepared using method identical with reference example one, the difference is that the catalyst being added is second
Glycol antimony 1.209g, polycondensation reaction time 130min.The inherent viscosity of conventional glossy polyester is 0.501dL/g, modified poly ester b
Value is 3.2.
Reference example four
Conventional glossy polyester is prepared using method identical with reference example one, the difference is that the catalyst being added is second
Glycol antimony 0.605g, polycondensation reaction can not polymerize.
Embodiment one and reference example one are compared, compared to conventional glossy polyester, are added to the new modified of titanium nitride
Its b value of polyester reduces by 5 or more.Catalyst content reduces in reference example, and it is slack-off or even can not be normal to will lead to polymerization rate
Polycondensation, and after being added to titanium nitride in embodiment, the dosage of catalyst is normal compared with normal polyester 1/3 or more polycondensation reaction of reduction,
Show that it plays promoting catalysis.
The ultraviolet permeability (325nm), infrared transmittivity (2 μm) and barrier of film is made in testing example and reference example
Performance, as shown in table 1.The result shows that adding the thin of the new modified polyester preparation of titanium nitride compared to conventional glossy polyester film
Film its ultraviolet permeability, infrared transmittivity reduce by 20% or more, show there is preferable uvioresistant, counter infrared ray performance；Using novel
Vapor, the oxygen barrier property of modified poly ester film are enhanced about more than once.
The performance test results of film are made in 1 embodiment of table and reference example
Claims (10)
1. a kind of preparation method of modified poly ester, it is characterised in that: this method is using binary acid and dihydric alcohol as primary raw material, with antimony
Series catalysts are catalyst, using titanium nitride as additive, temperature be 220 DEG C~260 DEG C, absolute pressure be 0.20MPa~
Esterification is carried out under conditions of 0.40MPa；After esterification temperature be 265 DEG C~285 DEG C, absolute pressure≤
Polycondensation reaction is carried out under conditions of 100Pa；Polycondensation reaction terminate after through pelletizing, drying, be made inherent viscosity be 0.55dL/g~
0.70dL/g Modified polyester chips, the binary acid are terephthalic acid (TPA).
2. a kind of preparation method for preparing film using modified poly ester described in claim 1, it is characterised in that: will be prepared
Modified polyester chips successively through it is pre-crystallized, dry, squeeze out, vertically and horizontally biaxial tension, thermal finalization, relaxation, cooling, traction and receipts
Volume, is made single layer or three-layer thin-film.
3. the preparation method of modified poly ester according to claim 1, it is characterised in that: the dihydric alcohol is C1~4
Dihydric alcohol；The molar ratio of the binary acid and dihydric alcohol is 1:1~2.
4. the preparation method of modified poly ester according to claim 3, it is characterised in that: the dihydric alcohol is ethylene glycol.
5. the preparation method of modified poly ester according to claim 1, it is characterised in that: the antimony-based catalyst is three oxygen
Change two antimony, antimony triacetate or antimony glycol, in antimony-based catalyst antimony content be Modified polyester chips quality 0.0060%~
0.0120%.
6. the preparation method of modified poly ester according to claim 1, it is characterised in that: the D50 median of Nano titanium nitride
For 20nm~40nm, the content of Nano titanium nitride is 0.003%~0.1% in environment-friendly type polyester.
7. the preparation method of modified poly ester according to claim 7, it is characterised in that: the Nano titanium nitride is first in EG
Middle progress is pre-dispersed, is prepared into finely dispersed titanium nitride/glycolic suspension, is then added in polyester synthesis system,
Wherein mass concentration of the titanium nitride in suspension is 1%-50%.
8. a kind of modified poly ester, it is characterised in that: the modified poly ester is prepared via a method which to obtain: this method with binary acid and
Dihydric alcohol is primary raw material, is 220 DEG C~260 DEG C in temperature using titanium nitride as additive using antimony-based catalyst as catalyst,
Absolute pressure carries out esterification under conditions of being 0.20MPa~0.40MPa；After esterification temperature be 265 DEG C~
285 DEG C, polycondensation reaction is carried out under conditions of absolute pressure≤100Pa；Polycondensation reaction terminate after through pelletizing, drying, characteristic is made
Viscosity is 0.55dL/g~0.70dL/g Modified polyester chips, and the binary acid is terephthalic acid (TPA).
9. modified poly ester according to claim 8, it is characterised in that: the dihydric alcohol is the dihydric alcohol of C1~4；It is described
Binary acid and dihydric alcohol molar ratio be 1:1~2.
10. modified poly ester according to claim 8, it is characterised in that: the antimony-based catalyst is antimony oxide, three
Antimony acetate or antimony glycol, antimony content is the 0.0060%~0.0012% of Modified polyester chips quality in antimony-based catalyst；It receives
The D50 median of rice titanium nitride is 20nm~40nm, and the content of Nano titanium nitride is 0.003%~0.1% in environment-friendly type polyester.
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Cited By (1)
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