CN107964221B - Poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material and preparation method thereof - Google Patents
Poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material and preparation method thereof Download PDFInfo
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- 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
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- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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Abstract
The invention provides a poly (ethylene 2, 5-furandicarboxylate)/poly (adipic acid-butylene terephthalate) composite material and a preparation method thereof, belonging to the field of composite materials. The composite material comprises the following components in parts by weight: 100 parts of poly-2, 5-furandicarboxylic acid glycol ester, 0.01-99.99 parts of poly-adipic acid-butylene terephthalate and 0.01-60.00 parts of auxiliary agent, wherein the auxiliary agent is obtained by modifying a carrier by a silane coupling agent with isocyanic acid radical at the tail end and then grafting the poly-2, 5-furandicarboxylic acid glycol ester and the poly-adipic acid-butylene terephthalate in sequence. The invention also provides a preparation method of the poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material. The composite material has good toughness and impact strength.
Description
Technical Field
The invention belongs to the field of composite materials, and particularly relates to a poly (ethylene 2, 5-furandicarboxylate)/poly (adipic acid-butylene terephthalate) composite material and a preparation method thereof.
Background
Poly (ethylene 2, 5-furandicarboxylate) (PEF) is a novel polyester material based on renewable resources, and the raw materials of 2, 5-furandicarboxylate and ethylene glycol can be sourced from the nature. The PEF has good thermal performance, the glass transition temperature of the PEF is 84 ℃, the melting point of the PEF is 211 ℃, the initial thermal decomposition temperature of the PEF is 370 ℃, the glass transition temperature of the PET is 68 ℃, the melting point of the PEF is 254 ℃, the initial thermal decomposition temperature of the PEF is 407 ℃, and the thermal performance of the PEF is similar to that of the PET; the PEF has good mechanical property, tensile modulus 2070Mpa, tensile modulus 66.7Mpa and elongation at break 4.2%; the barrier property of PEF to water is 2.8 times that of PET, the barrier property to oxygen is 11 times that of PET, and the barrier property to carbon dioxide is 19 times that of PET. However, like PET, PEF also has poor toughness and impact strength, which limits its application.
Disclosure of Invention
The invention aims to solve the problem of poor toughness and impact strength of the existing PEF material, and provides a poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate)/terephthalate composite material and a preparation method thereof.
The invention firstly provides a poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material, which comprises the following components in parts by weight:
100 parts by weight of polyethylene 2, 5-furandicarboxylate
0.01-99.99 parts by weight of poly (butylene adipate-terephthalate)
0.01 to 60.00 weight portions of auxiliary agent
The auxiliary agent is obtained by modifying a carrier by a silane coupling agent with isocyanic acid radical at the tail end and then grafting poly (ethylene 2, 5-furandicarboxylate) and poly (butylene adipate-terephthalate) in sequence; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the average particle size is 1-100 nm.
Preferably, the polyethylene 2, 5-furandicarboxylate has a reduced viscosity of 0.20dL/g or more and a weight-average molecular weight of 1X 10 or more3。
Preferably, the intrinsic viscosity of the polybutylene adipate-terephthalate is more than or equal to 0.20dL/g, and the weight-average molecular weight is more than 1 x 103。
The weight average molecular weight of the polyethylene 2, 5-furandicarboxylate and polybutylene adipate-terephthalate for grafting is 1 x 103-1×104。
Preferably, the preparation method of the auxiliary agent comprises the following steps:
the method comprises the following steps: mixing a carrier, a silane coupling agent with isocyanate at the tail end and an organic solvent, reacting for 1-8h at 30-130 ℃, filtering and washing to obtain a surface-modified carrier; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the average grain diameter is 1-100 nm;
step two: mixing the surface modified carrier, an organic solvent and poly (ethylene-2, 5-furandicarboxylate), reacting at 30-130 ℃ for 1-8h, adding poly (butylene adipate-terephthalate), continuing to react for 1-8h, and filtering to remove the organic solvent to obtain the assistant.
Preferably, the silane coupling agent with isocyanate groups at the ends is one or more of 3-isocyanatopropyltriethoxysilane, 3-isocyanatopropyltrimethoxysilane, 4-isocyanatobutyltriethoxysilane or 4-isocyanatobutyltriethoxysilane.
Preferably, the adding amount of the silane coupling agent with isocyanate at the end is 1-40% of the mass of the carrier.
Preferably, the organic solvent in the first step and the second step is one or more of toluene, benzene, chloroform, tetrahydrofuran, cyclohexane, ethyl acetate, o-chlorophenol, phenol, trifluoroacetic acid, N-dimethylformamide or N, N-dimethylformamide.
Preferably, in the second step, the addition amount of the poly (ethylene 2, 5-furandicarboxylate) is 0.01-40% of the mass of the surface modified carrier; the addition amount of the poly (butylene adipate-terephthalate) is 0.01-40% of the mass of the surface-modified carrier.
The invention also provides a preparation method of the poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate terephthalate) composite material, which comprises the following steps:
mixing and extruding the 2, 5-furandicarboxylic acid glycol ester and the adipic acid-terephthalic acid butanediol ester with an auxiliary agent to obtain the 2, 5-furandicarboxylic acid glycol ester/adipic acid-terephthalic acid butanediol ester composite material.
The invention has the advantages of
The invention provides a poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material and a preparation method thereof, wherein the composite material comprises the following components in parts by weight: 100 parts of poly-2, 5-furandicarboxylic acid glycol ester, 0.01-99.99 parts of poly-adipic acid-butylene terephthalate and 0.01-60.00 parts of auxiliary agent, wherein the auxiliary agent is obtained by modifying a carrier by a silane coupling agent with isocyanate at the tail end and then grafting the poly-2, 5-furandicarboxylic acid glycol ester and the poly-adipic acid-butylene terephthalate in sequence; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the average particle size is 1-100 nm. Compared with the prior art, the toughness and the impact strength of the PEF are improved by blending the poly (ethylene 2, 5-furandicarboxylate) and the flexible poly (butylene adipate-terephthalate), the interfacial compatibility of the blend can be improved by adding the auxiliary agent into the composite material, and the nano silicon dioxide and/or the nano titanium dioxide in the auxiliary agent can play a role in enhancing the blend, so that the obtained composite material has good toughness and impact strength.
Detailed Description
The invention firstly provides a poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material, which comprises the following components in parts by weight:
100 parts of poly (ethylene 2, 5-furandicarboxylate), 0.01-99.99 parts of poly (butylene adipate-terephthalate) and 0.01-60.00 parts of assistant; more preferably: 100 parts of poly (ethylene 2, 5-furandicarboxylate), 3-97 parts of poly (butylene adipate-terephthalate) and 0.6-37 parts of auxiliary agent;
according to the invention, the auxiliary agent is obtained by modifying a carrier by a silane coupling agent with isocyanic acid radical at the tail end and then grafting polyethylene glycol 2, 5-furandicarboxylate and polybutylene adipate-terephthalate in sequence; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the average particle size is 1-100 nm. According to the invention, the interface compatibility of the blend can be improved by adding the auxiliary agent into the composite material, and the nano silicon dioxide and/or nano titanium dioxide in the auxiliary agent can play a role in reinforcing the blend.
According to the invention, the polyethylene 2, 5-furandicarboxylate preferably has a reduced viscosity of ≥ 0.20dL/g, more preferably 0.79-1.20dL/g, and a weight-average molecular weight of preferably > 1X 103(ii) a The intrinsic viscosity of the polybutylene adipate-terephthalate is preferably more than or equal to 0.20dL/g, more preferably 0.30-0.75dL/g, most preferably 0.35-0.62dL/g, and the weight average molecular weight is preferably more than or equal to1×103. The viscosity of the poly (ethylene 2, 5-furandicarboxylate) and the poly (butylene adipate-terephthalate) is an important parameter influencing the mechanical property of the composite material, and when the viscosity is too low, the molecular weight is small, and the mechanical property of the composite material is poor.
The polyethylene-2, 5-furandicarboxylate according to the invention preferably has a weight-average molecular weight of 1X 103-1×104More preferably 1.5X 103-9.5×103The weight average molecular weight of the polybutylene adipate-terephthalate is preferably 1X 103-1×104More preferably 1.5X 103-9.5×103The polyethylene-2, 5-furandicarboxylate and polybutylene adipate-terephthalate used for grafting in the invention are important parameters influencing the performance of the composite material, when the weight average molecular weight of the polyethylene-2, 5-furandicarboxylate and polybutylene adipate-terephthalate is higher than 1 x 104When the catalyst is used, the polyethylene 2, 5-furandicarboxylate and polybutylene adipate-terephthalate are not easily grafted on the carrier.
According to the present invention, the preparation method of the adjuvant preferably comprises:
the method comprises the following steps: mixing a carrier, a silane coupling agent with isocyanate at the tail end and an organic solvent, reacting for 1-8h at 30-130 ℃, preferably for 5-7h at 80-95 ℃, and performing rotary evaporation, solid washing and filtration on a reaction product dispersion liquid to obtain a surface modified carrier; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the particle size is 1-100 nm; preferably 20-50 nm; the silane coupling agent with isocyanate at the tail end is preferably one or more of 3-isocyanate propyl triethoxysilane, 3-isocyanate propyl trimethoxysilane, 4-isocyanate butyl triethoxysilane or 4-isocyanate butyl triethoxysilane; the organic solvent is preferably toluene, benzene, chloroform, tetrahydrofuran, cyclohexane, ethyl acetate, o-chlorophenol, phenol, trifluoroacetic acid, N-dimethylformamide or N, N-dimethylformamide; more preferably toluene, benzene, chloroform, tetrahydrofuran or cyclohexane; the adding amount of the silane coupling agent with the isocyanate group at the tail end is 1-40% of the mass of the carrier; the addition amount of the carrier is 1-60% of the mass of the organic solvent.
Step two: mixing a surface modified carrier, an organic solvent and poly (ethylene-2, 5-furandicarboxylate), reacting at 30-130 ℃ for 1-8h, preferably at 90 ℃ for 3-4h, then adding poly (butylene adipate-terephthalate), continuously reacting for 1-8h, preferably at 90 ℃ for 4-7h, precipitating, filtering, and washing to obtain the assistant. The organic solvent is preferably toluene, benzene, chloroform, tetrahydrofuran, cyclohexane, ethyl acetate, o-chlorophenol, phenol, trifluoroacetic acid, N-dimethylformamide or N, N-dimethylformamide; more preferably toluene, benzene, chloroform, tetrahydrofuran or cyclohexane; the addition amount of the poly (ethylene 2, 5-furandicarboxylate) is 0.01-40% of the mass of the surface modified carrier, and more preferably 15-20%; the amount of polybutylene adipate-terephthalate added is 0.01-40%, more preferably 15-20% of the mass of the surface-modified carrier.
The invention also provides a preparation method of the poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate terephthalate) composite material, which comprises the following steps:
mixing the polyethylene 2, 5-furandicarboxylate, the polybutylene adipate-terephthalate and the auxiliary agent in a high-speed mixer for 10-40min, then putting the mixture into a double-screw extruder for extrusion, and fully plasticizing, melting, extruding, bracing and granulating to obtain the polyethylene 2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material. The extrusion temperature is preferably 220 ℃ to 230 ℃, and the rotating speed is preferably 100 revolutions per minute.
The present invention is further illustrated by reference to the following specific examples, in which the starting materials are all commercially available.
EXAMPLE 1 preparation of adjuvants
Adding dried nano-silica with the particle size of 20nm, 3-isocyanate propyl triethoxysilane and 200ml toluene in a reactor, wherein the mass of the 3-isocyanate propyl triethoxysilane is 30% of that of the nano-silica, introducing nitrogen as a protective gas, stirring and performing ultrasound for 30min, heating to 95 ℃, continuing stirring for reaction for 300min, performing rotary evaporation on a reaction product dispersion, washing solids and filtering to obtain surface-modified nano-silica;
dispersing the obtained surface-modified nano silicon dioxide in dry o-chlorophenol, heating to 90 ℃, and dropwise adding the nano silicon dioxide with the weight-average molecular weight of 1.5 multiplied by 103The poly (ethylene 2, 5-furandicarboxylate) o-chlorophenol solution (the mass of the poly (ethylene 2, 5-furandicarboxylate) is 15 percent of the mass of the modified nano-silica), continuously reacting for 240min, and dropwise adding the solution with the weight-average molecular weight of 2.0 multiplied by 103The poly (butylene adipate-terephthalate) o-chlorophenol solution (the mass of the poly (butylene adipate-terephthalate) is 15 percent of the modified nano silicon dioxide) reacts for 420min, precipitates and is filtered, and the precipitate is washed for three times by methanol to obtain the assistant.
EXAMPLE 2 preparation of adjuvants
Adding dried nano-silica with the particle size of 20nm, 3-isocyanate propyl triethoxysilane and 200ml toluene in a reactor, wherein the mass of the 3-isocyanate propyl triethoxysilane is 30% of that of the nano-silica, introducing nitrogen as a protective gas, stirring and performing ultrasound for 30min, heating to 95 ℃, continuing stirring for reaction for 300min, performing rotary evaporation on a reaction product dispersion, washing solids and filtering to obtain surface-modified nano-silica;
dispersing the obtained surface-modified nano silicon dioxide in dry o-chlorophenol, heating to 90 ℃, and dropwise adding the nano silicon dioxide with the weight-average molecular weight of 1 multiplied by 103The poly (ethylene 2, 5-furandicarboxylate) o-chlorophenol solution (the mass of the poly (ethylene 2, 5-furandicarboxylate) is 15 percent of the mass of the modified nano-silica), continuously reacting for 180min, and dropwise adding the solution with the weight-average molecular weight of 1 multiplied by 103The poly (butylene adipate-terephthalate) o-chlorophenol solution (the mass of the poly (butylene adipate-terephthalate) is 15 percent of the modified nano silicon dioxide) reacts for 4 hours, precipitates and is filtered, and the precipitate is washed for three times by methanol to obtain the assistant.
EXAMPLE 3 preparation of adjuvants
Adding dried nano-silica with the particle size of 50nm, 4-isocyanate butyl triethoxysilane and 200ml of toluene into a reactor, introducing nitrogen as protective gas, stirring and carrying out ultrasound treatment for 30min, heating to 80 ℃, continuing stirring for reaction for 420min, carrying out rotary evaporation on the reaction product dispersion, washing solids and filtering to obtain surface-modified nano-silica;
dispersing the obtained surface-modified nano silicon dioxide in dry o-chlorophenol, heating to 90 ℃, and dropwise adding the nano silicon dioxide with the weight-average molecular weight of 2.5 multiplied by 103The poly (ethylene 2, 5-furandicarboxylate) o-chlorophenol solution (the mass of the poly (ethylene 2, 5-furandicarboxylate) is 20 percent of the mass of the modified nano-silica), continuously reacting for 240min, and dropwise adding the solution with the weight average molecular weight of 3.5 multiplied by 103The poly (butylene adipate-terephthalate) o-chlorophenol solution (the mass of the poly (butylene adipate-terephthalate) is 15 percent of the modified nano silicon dioxide) reacts for 360min, precipitates and is filtered, and the precipitate is washed for three times by methanol to obtain the assistant.
EXAMPLE 4 preparation of polyethylene-2, 5-Furan dicarboxylate/polybutylene adipate terephthalate composite
100 parts by weight of polyethylene 2, 5-furandicarboxylate with reduced viscosity of 0.98dL/g, 20 parts by weight of polybutylene adipate-terephthalate with reduced viscosity of 0.47dL/g and 1 part by weight of the auxiliary agent obtained in example 1 are mixed in a high-speed mixer for 20min, and then added into a double-screw extruder, the rotating speed is 100 revolutions per minute, the extrusion temperature is 220 ℃, and the mixture is fully plasticized, melted, extruded, drawn into strips and cut into granules, so that the polyethylene 2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material is obtained.
The polyethylene-2, 5-furandicarboxylate composite obtained in example 4 was subjected to mechanical property tests, and the results are shown in table 1.
TABLE 1
Sample name | Et(MPa) | σm(MPa) | εb(%) | Impact strength KJ/m2 |
PEF | 1158.2 | 29.8 | 2.9 | 5.9 |
PEF/PBAT composite material | 1036.7 | 60.8 | 12.6 | 43.7 |
PBAT | 38.7 | 18.0 | 925.0 | 20.48 |
EXAMPLE 5 preparation of polyethylene-2, 5-Furan dicarboxylate/polybutylene adipate terephthalate composite
100 parts by weight of polyethylene 2, 5-furandicarboxylate with a reduced viscosity of 0.98dL/g, 30 parts by weight of polybutylene adipate-terephthalate with a reduced viscosity of 0.52dL/g and 1.5 parts by weight of the auxiliary agent obtained in example 2 were mixed in a high-speed mixer for 10min, and then added into a twin-screw extruder at a rotation speed of 100 revolutions per minute and an extrusion temperature of 220 ℃, and the mixture was fully plasticized, melted, extruded, drawn into strips and pelletized to obtain a polyethylene 2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material.
The polyethylene-2, 5-furandicarboxylate composite obtained in example 5 was subjected to mechanical property tests, and the results are shown in table 2.
TABLE 2
Sample name | Et(MPa) | σm(MPa) | εb(%) | Impact strength KJ/m2 |
PEF | 1158.2 | 29.8 | 2.9 | 5.9 |
PEF/PBAT composite material | 685.4 | 39.3 | 127.7 | 45.0 |
PBAT | 38.7 | 18.0 | 925.0 | 20.48 |
EXAMPLE 6 preparation of polyethylene 2, 5-Furan dicarboxylate/polybutylene adipate terephthalate composite
100 parts by weight of polyethylene 2, 5-furandicarboxylate with a reduced viscosity of 0.79dL/g, 50 parts by weight of polybutylene adipate-terephthalate with a reduced viscosity of 0.43dL/g and 0.6 part by weight of the auxiliary agent obtained in example 3 were mixed in a high-speed mixer for 40min, and then added into a twin-screw extruder at a rotation speed of 100 revolutions per minute and an extrusion temperature of 230 ℃, and the mixture was fully plasticized, melted, extruded, drawn into strips and pelletized to obtain a polyethylene 2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material.
The polyethylene-2, 5-furandicarboxylate composite obtained in example 6 was subjected to mechanical property tests, and the results are shown in table 3.
TABLE 3
Sample name | Et(MPa) | σm(MPa) | εb(%) | Impact strength KJ/m2 |
PEF | 1158.2 | 29.8 | 2.9 | 5.9 |
PEF/PBAT composite material | 409.6 | 24.4 | 408.86 | 67.7 |
PBAT | 38.7 | 18.0 | 925.0 | 20.48 |
Claims (9)
1. The polyethylene 2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material is characterized by comprising the following components in parts by weight:
100 parts by weight of polyethylene 2, 5-furandicarboxylate
0.01-99.99 parts by weight of poly (butylene adipate-terephthalate)
0.01 to 60.00 weight portions of auxiliary agent
The preparation method of the auxiliary agent comprises the following steps:
the method comprises the following steps: mixing a carrier, a silane coupling agent with isocyanate at the tail end and an organic solvent, reacting for 1-8h at 30-130 ℃, filtering and washing to obtain a surface-modified carrier; the carrier is nano silicon dioxide and/or nano titanium dioxide, and the average grain diameter is 1-100 nm;
step two: mixing the surface modified carrier, the organic solvent and the poly (ethylene-2, 5-furandicarboxylate), reacting for 1-8h at 30-130 ℃, then adding the poly (butylene adipate-terephthalate), continuing to react for 1-8h, and filtering to remove the organic solvent to obtain the assistant.
2. The poly (ethylene-2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material according to claim 1, wherein the polyethylene-2, 5-furandicarboxylate has a reduced viscosity of 0.20dL/g or more and a weight average molecular weight of 1 x 10 or more3。
3. The poly (ethylene-2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material according to claim 1, wherein the intrinsic viscosity of poly (butylene-adipate-terephthalate) is not less than 0.20dL/g, and the weight-average molecular weight is more than 1 x 103。
4. The polyethylene-2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material according to claim 1, wherein the weight average molecular weight of the polyethylene-2, 5-furandicarboxylate and polybutylene adipate-terephthalate for grafting is 1 x 103-1×104。
5. The poly (ethylene-2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite material according to claim 1, wherein the silane coupling agent having isocyanate group at the terminal is one or more of 3-isocyanatopropyltriethoxysilane, 3-isocyanatopropyltrimethoxysilane, 4-isocyanatobutyltriethoxysilane, or 4-isocyanatobutyltrimethoxysilane.
6. The polyethylene-2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material according to claim 1, wherein the amount of the silane coupling agent having isocyanate group at the terminal is 1-40% by mass of the carrier.
7. The composite material of claim 1, wherein the organic solvent used in the first and second steps is one or more of toluene, benzene, chloroform, tetrahydrofuran, cyclohexane, ethyl acetate, o-chlorophenol, phenol, trifluoroacetic acid, or N, N-dimethylformamide.
8. The polyethylene-2, 5-furandicarboxylate/polybutylene adipate-terephthalate composite material according to claim 1, wherein in the second step, the amount of the added polyethylene-2, 5-furandicarboxylate is 0.01-40% by mass of the surface-modified carrier; the addition amount of the poly (butylene adipate-terephthalate) is 0.01-40% of the mass of the surface modified carrier.
9. A method of preparing a poly (ethylene 2, 5-furandicarboxylate)/poly (butylene adipate-terephthalate) composite according to any one of claims 1 to 4, comprising:
mixing and extruding the 2, 5-furandicarboxylic acid glycol ester and the adipic acid-terephthalic acid butanediol ester with an auxiliary agent to obtain the 2, 5-furandicarboxylic acid glycol ester/adipic acid-terephthalic acid butanediol ester composite material.
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