Furan dicarboxylic acid copolyester and preparation method and application thereof

A technology of furandicarboxylic acid copolyester and furandicarboxylic acid, which is applied in the polymer field to achieve the effects of good barrier properties, increased molecular weight and fast crystallization speed

Inactive Publication Date: 2018-06-08
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the elongation at break of polyfuran-based polyesters such as polyethylene terephthalate (PEF) is only 3-5%, signifi

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  • Furan dicarboxylic acid copolyester and preparation method and application thereof
  • Furan dicarboxylic acid copolyester and preparation method and application thereof
  • Furan dicarboxylic acid copolyester and preparation method and application thereof

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[0050] After extensive and in-depth research, the present inventor has first discovered a furandicarboxylic acid copolyester and a preparation method thereof. The monomer that is used to prepare described furandicarboxylic acid copolyester comprises: component (a) furandicarboxylic acid or its esterification, component (b) cis-1,4-cyclohexanedimethanol (cis- CHDM) and trans-1,4-cyclohexanedimethanol (trans-CHDM) mixture, component (c) one or more of ethylene glycol, propylene glycol and butanediol. The furandicarboxylic acid copolyester with excellent properties was prepared through a series of reaction steps. On this basis, the present invention has been accomplished.

[0051] Furandicarboxylic acid copolyester

[0052] The furandicarboxylic acid copolyester of the present invention is made of component (a) furandicarboxylic acid or its esterification, component (b) cis-1,4-cyclohexanedimethanol (cis-CHDM) and trans Formula 1, 4-cyclohexanedimethanol (trans-CHDM) mixture, ...

Embodiment 1

[0069] Add 0.25mol of 2,5-furandicarboxylic acid, 0.32mol of ethylene glycol and 0.0004mol of anhydrous zinc acetate into a 1000mL reactor, vacuumize and replace with nitrogen three times, start stirring, and gradually raise the temperature to 180°C. 4h. Add antimony trioxide, triphenyl phosphate and antioxidant 1010 into the system, raise the temperature to 240°C, slowly evacuate and precondense for 0.5h, and then control the vacuum degree below 200Pa to react for 3h to obtain dark yellow poly-2,5- Ethylene furandicarboxylate (PEF polyester), intrinsic viscosity 0.65dL / g, glass transition temperature 87.0°C, melting point 217.4°C, crystal melting enthalpy ΔH m It is 1.2J / g, the extruded strip and film are dark yellow, the photo of the sample is as follows figure 1 shown. The tensile strength of the spline is 72.1MPa, the tensile modulus is 2.5GPa, and the elongation at break is 3.6%.

Embodiment 2

[0071] Mix 0.25mol of 2,5-furandicarboxylic acid, a mixture of 0.02mol of trans-1,4-cyclohexanedimethanol and 0.18mol of cis-1,4-cyclohexanedimethanol, and 0.20mol of ethylene dimethanol Alcohol and 0.0004mol of anhydrous zinc acetate were added to a 500mL reactor, vacuumed and replaced with nitrogen three times, stirring was started, and the temperature was gradually raised to 180°C for 4 hours of reaction. Add antimony trioxide, triphenyl phosphate and antioxidant 1010 into the system, raise the temperature to 240°C, slowly evacuate and precondense for 0.5h, and then control the vacuum degree below 200Pa to react for 3h to obtain furandicarboxylic acid copolyester. 1 H-NMR such as figure 2 As shown, the intrinsic viscosity is 0.82dL / g, the glass transition temperature is 71.5°C, the melting point is 189.1°C, and the melting enthalpy of crystallization is 4.5J / g. DSC shows image 3 shown. T d,5％ The thermal decomposition temperature is 380°C, such as Figure 4 shown. Th...

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Abstract

The invention discloses furan dicarboxylic acid copolyester and a preparation method thereof. Monomers for preparing the furan dicarboxylic acid copolyester comprise: a component (a) of furan dicarboxylic acid or furan dicarboxylate, a mixture component (b) of cis-1,4-cyclohexyldimethanol and trans-1,4-cyclohexyldimethanol and a component (c) which is one or an arbitrary proportional mixture of more of ethylene glycol, propylene glycol and butanediol, wherein the trans-1,4-cyclohexyldimethanol in the component (b) accounts for 0.1-60.0 mol% or 70.0-99.9 mol% in the total amount of the cis-1,4-cyclohexyldimethanol and trans-1,4-cyclohexyldimethanol. The prepared furan dicarboxylic acid copolyester has the advantages of high molecular weight, high crystallization speed, high modulus and strength, good barrier performance for oxygen and carbon dioxide and light color, and can meet application requirements in packaging materials, film, fiber, engineering plastic and other fields.

Description

technical field [0001] The invention belongs to the technical field of macromolecules, and in particular relates to a furandicarboxylic acid copolyester, a preparation method and application thereof. Background technique [0002] Polyethylene terephthalate (PET), commonly known as polyester resin, is widely used in chemical fiber, packaging, engineering plastics and other fields. The global annual output is about 70 million tons, including more than 40 million tons in China. At present, terephthalic acid (TPA), the raw material for PET production, is completely dependent on the petrochemical product p-xylene (PX), and China’s PX import dependence is close to 50%. At the same time, the construction and expansion of domestic PX production lines are facing huge pressure from public opinion , so finding substitutes for PX and its derivatives has become an important proposition to maintain the sustainable development of my country's polyester industry. Bio-based polymer materials...

Claims

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Application Information

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IPC IPC(8): C08G63/672C08G63/83C08G63/85C08G63/86C08J5/18C08K5/523C08K5/526C08K5/134
CPCC08G63/672C08G63/826C08G63/83C08G63/85C08G63/866C08J5/18C08J2367/02C08K5/1345C08K5/523C08K5/526
Inventor 王静刚刘小青朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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