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RSC Advances · 2016 ·Vol. 6 ·期 104 ·102406-102412 · IF 3.289

Synthesis and evaluation of polyaspartic acid/furfurylamine graft copolymer as scale and corrosion inhibitor

Shuchen Shi,Xiaowei Zhao,Qian Wang,Huiting Shan,Ying Xu

A novel scale and corrosion inhibitor, polyaspartic acid/furfurylamine graft copolymer (PASP/FA), was synthesized using maleic anhydride, urea, and furfurylamine (FA) as raw materials. The structure of PASP/FA was characterized by 1H NMR. PASP/FA exhibits excellent scale inhibition performance at low concentration, and its overall performance was significantly improved as compared with polyaspartic acid. The inhibition efficiency of PASP/FA was close to 100% against CaCO3 with 1 mg L−1 inhibitor at 80 °C and reached up to 100% against CaSO4 at 70 °C when dosage of the inhibitor was 5 mg L−1. The best inhibition efficiency against Ca3(PO4)2 at 80 °C was about 96% when the concentration of inhibitor was 10 mg L−1. The maximum corrosion inhibition efficiency at 45 °C was as high as 30%, when 16 mg L−1 of inhibitor was adopted. When the temperature was 50 °C and a pH = 9, the best dispersion capacity for Fe2O3 (according to 69% of transmittance) was reached when 48 mg L−1 of inhibitor was applied in the tested system. The structure and morphology of CaCO3 and CaSO4 were observed by scanning electron microscopy (SEM) and X-ray powder diffraction (XRD).

CAS / MDL: 617-89-0 100-97-0
研究领域: 材料化学 · 工业化学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Synthesis of renewable furan-based phosphate and the superior flame retardancy in biodegradable polylactide

Dongsheng Li,Zhu Tu,Bo Wang,Minglong Li,Zihan Jia,Zhiyong Wei

Currently, it has long been considered a challenge to provide sustainable additives for polylactide (PLA) in green way to endow it excellent comprehensive properties. Given the flammability and unsatisfactory crystallization performance of PLA, a furan-based phosphate furfurylamine trimethylphosphate (FATMP) was synthesized from 2-furfurylamine and amino trimethylphosphonic acid by a simple hydration reaction, and the PLA/FATMP composites were prepared by melting blending process. The tensile performance, crystallization behaviors, flame retardancy, and flame-retardant mechanism received special attention. Results showed that the incorporation of only 3 wt% FATMP could indeed increase the LOI value of PLA from 19.8 to 27.3 %, and simultaneously acquired V-0 rating in the vertical burning test owing to the favorable synergistic effect between the vapor phase and the condensed phase. Additionally, the half-crystallization time of PLA was decreased from 12.4 to 5.1 mins with the addition of FATMP, which acted as a nucleating agent. More appealingly, the tensile performance of PLA/FATMP composites was also well maintained. In general, the PLA/FATMP composites we proposed could be promising candidates in application fields where favorable flame retardancy and crystallization ability are required.

CAS / MDL: 617-89-0 6419-19-8
研究领域: 材料科学 · 绿色化学
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POLYMER · 2017 · IF 3.684

Synthesis of high performance polybenzoxazine networks from bio-based furfurylamine: Furan vs benzene ring

Xiaobin Shen,Jinyue Dai,Yuan Liu,Xiaoqing Liu,Jin Zhu

A high performance polybenzoxazine derived from bio-based furfurylamine was synthesized in an efficient and straightforward way. For comparison, its petroleum-based analogue was also prepared from 4, 4-diaminodiphenylmethane (DDM). The chemical structures of the precursors were confirmed by Nuclear Magnetic Resonance Spectroscopy ( 1 H-NMR and 13 C-NMR) and Fourier Transform Infrared Spectroscopy (FT-IR). After the curing reaction was investigated by Differential Scanning Calorimetry (DSC) and FT-IR in detail, the thermal and mechanical properties of the cured resins were studied by Dynamic Mechanical Analysis (DMA) and Thermogravimetric Analysis (TGA). Results demonstrated that the polybenzoxazine based on furfurylamine (BZ-F) possessed higher glass transition temperature (270 °C) and better thermal stability associated with higher charring ability when compared with the one (BZ-DDM) derived from DDM, which might be attributed to the stronger hydrogen bonding interaction in the BZ-F system and the post-curing reaction on furan ring above 280 °C. In this paper, the hydrogen bonding effect on the properties of polybenzoxazine has been especially studied, which might give us a guidance to design and synthesize the polybenzoxazine with high performance.

研究领域: 材料科学 · 有机化学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2025 · IF 3.9

The Effect of Preparation Conditions on the Performance of Hydrogenolysis of Furfurylamine to 5-Amino-1-Pentanol over Pt/ZrO2 Catalyst

Shuxing Zhang,Xiaoshu Ding,Yanji Wang

5-Amino-1-pentanol is an important pharmaceutical intermediate used in the synthesis of anti-inflammatory and anticancer drugs. The direct hydrogenolysis of furfurylamine to 5-amino-1-pentanol has the advantages of a simple process route and high atom utilization. In this paper, for Pt/ZrO2 catalysts, the effects of different Pt loading and calcination temperatures on catalyst activity, selectivity, and surface properties such as Pt nanoparticle size, acidity and alkalinity, and the ratio of Pt0/(Pt0+Pt2+) were investigated. Through the study of the relationship between catalyst preparation conditions, furfurylamine hydrogenolysis reaction performance, and surface properties, it was found that moderate Pt nanoparticle size, higher Pt0/(Pt0+Pt2+) ratio, and more acidic sites favored furfurylamine hydrogenolysis. The higher number of basic sites favors the dispersion of Pt metal. The results of in situ FTIR show that the amino group of furfurylamine is adsorbed on the acidic site of Pt/ZrO2, and the furan ring is adsorbed on Pt nanoparticles, which is beneficial to the hydrogenolysis of furfurylamine.

研究领域: 催化化学 · 药物合成
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ACS Applied Polymer Materials · 2024 · IF 4.4

Multifunctional Biobased Benzoxazines: Synthesis, Copolymerization, and Thermal Stability Studies

Ying Bi,Liwu Zu,Zuoyuan Zhang,Lu Zhang,Binhui Zhao,Shanshan Cong,Tianyu Lan,Shaobo Dong,Yazhen Wang,Jiahang Xu

In accordance with the principle of green synthesis, two biobased benzoxazines with high-purity bifunctional groups, diethylstilbestrol-laurylamine (D-la) and diethylstilbestrol-furfurylamine (D-fa), were prepared by the solution method from laurylamine/furfurylamine, diethylstilbestrol, and polyformaldehyde. The synthesis process is simple, and the post-treatment is convenient. The structures of the synthesized monomers were characterized by Fourier transform infrared (FT-IR) spectroscopies, 1H NMR, and 13C NMR nuclear magnetic resonance. Monomer thermal polymerization and copolymerization were studied and monitored by differential scanning calorimetry (DSC) and FT-IR. DSC showed that D-la had a very wide processing window (132 °C), and the curing temperature gradually decreased between 249 and 255 °C with the increase in its content. The thermal stability of D-fa was studied by thermogravimetric analysis and dynamic thermomechanical analysis, and the test results showed that D-fa had a higher residual carbon content (51%) compared with D-la and its copolymer. As the D-fa content increased, the residual carbon content and thermal stability also increased. Therefore, these two biobased benzoxazines featured excellent processability and thermal stability. This work has important reference values for designing biobased benzoxazines with high performance.

CAS / MDL: 124-22-1 617-89-0
研究领域: 材料科学 · 绿色化学
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REACTIVE & FUNCTIONAL POLYMERS · 2021 · IF 3.975

Apigenin/furfurylamine-based bio-polyamide derivative: Benzoxazine-isocyanide mechanochemistry preparation and application in Pb(II) electrochemical probing

Wenmei Tan,Wei Shi,Sheng Ding,Zhengfeng Xie

Using renewable substances as the raw materials, and through relatively greener synthetic processes to implement the preparation of novel functional polymers is an idea that accords with the concept of “sustainable development” and is highly desirable in nowadays polymer science. In this study, apigenin (as renewable phenol) and furfurylamine (as renewable amine) were selected to prepare bio-based benzoxazine derivative (AP-f) through Mannich reaction . Using AP-f and diphenylmethane-based diisocyanide (IC) as reactants, a type of cross-linked, semi-aromatic polyamide derivative (Bio-PA) was successfully prepared via benzoxazine-isocyanide mechanochemistry (BIC-MC) by ball milling manner. Chemical structure , elemental composition , micro morphology and stacking state properties of Bio-PA were systematically characterized here. Multiple Pb(II)-affinitive molecular fragments (phenolic hydroxyl , tertiary amine and amide) were integrated into the structure of Bio-PA. Based on this, the application of Bio-PA as “enrichment-type” Pb(II) electrochemical probe was explored subsequently. The results showed that the introduction of Bio-PA significantly improved the response of Pb(II), and the modified electrode (Bio-PA/Nafion/GCE) illustrated satisfactory detection sensitivity and selectivity.

研究领域: 聚合物科学 · 可持续化学 · 环境化学 · 电化学
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Molecular Catalysis · 2023 · IF 4.6

A green catalytic reaction system for the synthesis 5-amino-1-pentanol with furfural and ionic liquid hydroxylamine salt as the initial raw material

Shuxing Zhang,Jiali Zheng,Zhihui Li,Xiaoshu Ding,Yanji Wang

Herein, we reported a green catalytic reaction system for the synthesis of 5-amino-1-pentanol with furfural and ionic liquid hydroxylamine salt as the initial raw material. In addition, the method can obtain 2-furonitrile and furfurylamine in high yields. The reaction system comprises three new reactions, including the reaction of furfural with ionic liquid hydroxylamine salt to synthesize 2-furonitrile, the hydrogenation of 2-furonitrile to prepare furfurylamine, and the hydrogenolysis of furfurylamine to prepare 5-amino-1-pentanol. For the synthesis of 2-furonitrile, ionic liquid hydroxylamine salt (NH 2 OH) 2 ·[HSO 3 - b - mim ]·HSO 4 was prepared. The ionic liquid as co-solvents, catalysts, and hydroxylamine stabilizer has recovery and reusability. For the hydrogenation of 2-furonitrile to furfurylamine, high-efficiency Ru/g-C 3 N 4 catalyst was prepared. For the hydrogenolysis of furfurylamine to 5-amino-1-pentanol, high-efficiency Pt/ZrO 2 catalyst was prepared. Finally, the yield of 5-amino-1-pentanol based on furfural was 48.7%. A potential pathway for preparing drugs from biomass has been identified in this work.

研究领域: 化学工程 · 催化 · 绿色化学 · 有机合成 · 生物质转化
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GREEN CHEMISTRY · 2021 ·Vol. 24 ·期 1 ·271-284 · IF 10.182

Selective catalysis for the reductive amination of furfural toward furfurylamine by graphene-co-shelled cobalt nanoparticles

Xiuzheng Zhuang,Jianguo Liu,Shurong Zhong,Longlong Ma

Amines with functional groups are widely used in the manufacture of pharmaceuticals, agricultural chemicals, and polymers but most of them are still prepared through petrochemical routes. The sustainable production of amines from renewable resources, such as biomass, is thus necessary. For this reason, we developed an eco-friendly, simplified, and highly effective procedure for the preparation of a non-toxic heterogeneous catalyst based on earth-abundant metals, whose catalytic activity on the reductive amination of furfural or other derivatives (more than 24 examples) proved to be broadly available. More surprisingly, the cobalt-supported catalyst was found to be magnetically recoverable and reusable up to eight times with an excellent catalytic activity; on the other hand, the gram-scale tests catalyzed by the same catalyst exhibited the similar yield of the target products in comparison to its smaller scale, which was comparable to the commercial noble-based catalysts. Further results from a series of analytical technologies involving XRD, XPS, TEM/mapping, and in situ FTIR revealed that the structural features of the catalyst are closely in relation to its catalytic mechanisms. In simple terms, the outer graphitic shell is activated by the electronic interaction as well as the induced charge redistribution, enabling the easy substitution of the –NH2 moiety toward functionalized and structurally diverse molecules, even under very mild industrially viable and scalable conditions. Overall, this newly developed catalyst introduces the synthesis of amines from biomass-derived platforms with satisfactory selectivity and carbon balance, providing cost-effective and sustainable access to the wide applications of reductive amination.

研究领域: 催化 · 化学工程 · 材料科学 · 可持续化学 · 纳米技术
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JOURNAL OF POLYMER RESEARCH · 2021 ·Vol. 28 ·期 4 ·1-9 · IF 3.097

Synthesis and properties of strong and tough Diels–Alder self-healing crosslinked polyamides

Zhao Jinnan,Chen Shuo,Zhao Jingbo,Zhang Zhiyuan,Zhang Junying

A new method was provided to synthesize Diels–Alder (DA) self-healing cross-linked polyamides (SH-cPAs) with high tensile strength and good self-healing efficiency. A furfurylamine-N,N’-bis(methyl propionate) (FA-BMP) was synthesized through the Michael addition of furfurylamine and methyl acrylate. Bulk polycondensation of FA-BMP with bis(2-aminopropyl) polypropylene glycol and m -xylylenediamine were conducted, and several polyamide prepolymers containing furan pendent groups (pFU-PAs) were synthesized. From a DA reaction between pFU-PAs and 1,5-bismaleimido-2-methylpentane, different SH-cPAs were prepared. The pFU-PAs were characterized by 1 H NMR, 13 C NMR, FT-IR, amine values, and size exclusion chromatography. The DA reaction in SH-cPAs were demonstrated by FT-IR and 1 H NMR spectra. Their thermally repairing was verified with polarizing optical microscopy and tensile tests. SH-cPAs exhibits tensile strength up to 37 MPa with strain at break of 27%-164%. Their tensile strength after self-repairing was still up to 26 MPa with self-healing efficiency of 70%-92%.

研究领域: 材料科学 · 高分子化学 · 自愈合材料
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