A novel synthetic strategy for preparing semi‐aromatic components modified polyamide 6 polymer

Peng, Shumin; Lu, Peng; Yi, Chunwang; Zhang, Wei; Xi, Wei

doi:10.1002/pola.28983

Cited by 27 publications

(29 citation statements)

References 37 publications

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“…Following that, poly-condensation occurs between the linear molecules and SA unit to further increase the molecular weight of the polymer. SA might be randomly arranged in the copolyamides after amide exchange [35,36]. Scheme 3, Scheme 4 and Scheme 5 outline the most likely synthetic paths based on the polymerization chemistry.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Low Melting Temperature Aliphatic-Aromatic Copolyamides Derived from Novel Bio-Based Semi Aromatic Monomer

et al. 2018

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This work investigated the synthesis of a novel low melting temperature polyamide 6 (PA6) copolyamide (PA6-BABT/SA) with different aliphatic/aromatic units weight content using a melt poly-condensation process. The bio-based aromatic N1,N4-bis(4-aminobutyl) terephthalamide diamine (BABT) and long-chain aromatic polyamide salt (BABT/SA, salt of BABT, and sebacic acid), components used for the synthesis of copolyamides, were obtained from bio-based monomers. For the first time, the pertinent BABT/SA aromatic polyamide salt was isolated as a white solid and completely characterized. By varying the weight ratio of BABT/SA salt, a series of copolyamides with different molecular weights and physical properties were prepared. The aromatic BABT/SA salt disrupted crystallization of the final copolyamides and lowered the onset of melting. The Fourier transform infrared spectroscopy and X-ray diffraction results indicated a steady decrease in the degrees of crystallinity with increasing BABT/SA salt segment ratio. Furthermore, compared to neat PA6, the obtained PA6-BABT/SA copolymers possessed a similar thermal stability and high transparency, but lower glass transition temperature around human body temperature. The PA6-BABT/SA copolymers with number-average molecular weight ≥30,000 Da presented good mechanical properties, specifically showing excellent tensile strength and elongation at break up to 105.2 MPa and 218.3%, respectively.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Low Melting Temperature Aliphatic-Aromatic Copolyamides Derived from Novel Bio-Based Semi Aromatic Monomer

et al. 2018

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“…Camille Bakkali-Hassani et al [6] prepared a polyamide 6-based copolymer with a benzene structural unit by anionic polymerization using ethyl 4-aminobenzoate as a chain extender. Shumin Peng et al [7] prepared a polyamide 6-based copolymer by anionic polymerization using ethylenediamine as a chain extender. Thibault Cousin et al [8] prepared a bio-based polyamide copolymer by adding 2,5-furandicarboxylic acid during the hydrolysis reaction of caprolactam.…”

Section: Introductionmentioning

confidence: 99%

A Novel Synthetic Strategy for Preparing Polyamide 6 (PA6)-Based Polymer with Transesterification

Zhang

Tang

et al. 2019

Polymers

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In the polymerization of caprolactam, the stoichiometry of carboxyl groups and amine groups in the process of melt polycondensation needs to be balanced, which greatly limits the copolymerization modification of polyamide 6. In this paper, by combining the characteristics of the polyester polymerization process, a simple and flexible synthetic route is proposed. A polyamide 6-based polymer can be prepared by combining caprolactam hydrolysis polymerization with transesterification. First, a carboxyl-terminated polyamide 6-based prepolymer is obtained by a caprolactam hydrolysis polymerization process using a dibasic acid as a blocking agent. Subsequently, ethylene glycol is added for esterification to form a glycol-terminated polyamide 6-based prepolymer. Finally, a transesterification reaction is carried out to prepare a polyamide 6-based polymer. In this paper, a series of polyamide 6-based polymers with different molecular weight blocks were prepared by adjusting the amount and type of dibasic acid added, and the effects of different control methods on the structural properties of the final product are analyzed. The results showed that compared with the traditional polymerization method of polyamide 6, the novel synthetic strategy developed in this paper can flexibly design prepolymers with different molecular weights and end groups to meet different application requirements. In addition, the polyamide 6-based polymer maintains excellent mechanical and hygroscopic properties. Furthermore, the molecular weight increase in the polyamide 6 polymer is no longer dependent on the metering balance of the end groups, providing a new synthetic route for the copolymerization of polyamide 6 copolymer.

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“…Polyamide 6 (PA6), which is known as nylon 6, is widely used in engineering thermoplastics and fibres due to its excellent chemical stability and mechanical strength. At present, hydrolysing caprolactam by using water as initiator remains the only way to produce PA6 at a large scale [1]. Corresponding chemical mechanisms have disclosed that approximately 11% water-soluble materials, also called extractables include monomers, cyclic dimers, cyclic trimers and other low-molecular-weight oligomers, were unavoidably generated in the polymer when the caprolactam polymerization achieved equilibrium.…”

Section: Introductionmentioning

confidence: 99%

The crystal-form transition behaviours and morphology changes in a polyamide 6 cyclic dimer

Peng

et al. 2018

R. Soc. open sci.

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The characteristics of pure α- and β-form of the cyclic dimer (1,8-diazacyclotetradecane-2,9-dione) were systematically and integrally investigated during this study. The results showed that the α-form could dissolve and rapidly transform into the β-form in methanol, and in caprolactam solution at a lower temperature, an interesting transition occurred and formed co-precipitates, which refract colourful light under PLM. However, these dimers can aggregate in water, and they are then transformed into multi-slice layers and compact structures. The detailed transition behaviours between the two forms were further measured by FT-IR, XRD and DSC by varying the temperature from 25°C to 360°C, respectively, which showed that there are two endothermic transitions over the course of the heating programme. At a temperature of approximately 242°C, the β crystals were initially converted into α crystals, and then they melted when the temperature reached over 345°C. A video recorded under a light microscope also showed that the sublimation of the β cyclic dimer occurred after the transition. However, the α-form might sublimate at temperatures lower than 150°C when mixed with volatile matter.

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A novel synthetic strategy for preparing semi‐aromatic components modified polyamide 6 polymer

Cited by 27 publications

References 37 publications

Synthesis of Low Melting Temperature Aliphatic-Aromatic Copolyamides Derived from Novel Bio-Based Semi Aromatic Monomer

Synthesis of Low Melting Temperature Aliphatic-Aromatic Copolyamides Derived from Novel Bio-Based Semi Aromatic Monomer

A Novel Synthetic Strategy for Preparing Polyamide 6 (PA6)-Based Polymer with Transesterification

The crystal-form transition behaviours and morphology changes in a polyamide 6 cyclic dimer

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