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1.
Int J Biol Macromol ; 253(Pt 2): 126672, 2023 Dec 31.
Article in English | MEDLINE | ID: mdl-37660859

ABSTRACT

Herein, a high-performance sucrose-tannin bio-based adhesive is developed based on consisting of oxidized sucrose (OS), tannin acid (TA), SiO2 nanoparticles and 2,2'-disulfanediylbis (ethan-1-amine) (DBA) by a facile chemical cross-linking strategy. The OS-TA and OS-TA@SiO2 bio-based adhesives are characterized by XPS, FTIR, and 13C NMR, while the bonding performance is also investigated using shear strength test. Results show that the optimal formulation of OS-TA bio-based adhesive is a 2:1:1 mass ratio for OS: TA: DBA. When the mass fraction of SiO2 is 15 % and the solid content of main components is 50 %, the OS-TA@SiO2 bio-based adhesive has excellent bonding strength. Relative to OS-TA, the wet bonding strength of the OS-TA@SiO2 enhanced from 1.16 MPa to 1.85 MPa, while the dry bonding strength improved from 1.90 MPa to 2.50 MPa. The wood failure rate of the plywood fabricated by using the OS-TA@SiO2 bio-based adhesive reaches 80 %. Therefore, relying on the high flexibility of dynamic disulfide bonds, adding SiO2 nanoparticles into the adhesive system can facilitate greatly the mechanical interlocking effect and make the chemical cross-linking network more compact through the synergistic chemical interactions. This work provides new insights into producing green and renewable bio-based wood adhesives using sucrose and tannin.


Subject(s)
Sucrose , Tannins , Tannins/chemistry , Adhesives/chemistry , Schiff Bases , Silicon Dioxide , Disulfides
2.
Carbohydr Polym ; 305: 120573, 2023 Apr 01.
Article in English | MEDLINE | ID: mdl-36737209

ABSTRACT

Herein, an activated wood surface rich in CHO groups was constructed by spraying a sodium periodate aqueous solution on a natural wood surface. Besides, microcrystalline cellulose was functionalized to obtain aminated cellulose, which was dissolved in an aqueous solution and used as a specific adhesive. Subsequently, an ultrastrong wood bonding interface was co-constructed with the activated wood surface and aminated cellulose, which was formed by a chemical covalent reaction between aldehyde groups at the activated wood interface and amino groups on aminated cellulose. The dry, hot-water, and boiling-water lap shear strengths of the plywood specimens were 1.47, 1.07, and 1.08 MPa, respectively. The boiling-water strength of the plywood made from the activated wood surface achieved increased to 1.08 MPa from 0 MPa of the plywood constructed on the nonactivated wood surface. The chemical crosslinking reaction and bonding mechanism between the adhesive and activated wood surface were clarified by density functional theory calculations, attenuated total reflectance-Fourier-transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The results showed that chemical bonding (aminal NCN and imine CN) at the bonding interface played an important part in improving the water resistance and bonding strength. This work provides new concepts for designing durable and moisture-resistant wood products.

3.
Int J Biol Macromol ; 223(Pt A): 971-979, 2022 Dec 31.
Article in English | MEDLINE | ID: mdl-36375662

ABSTRACT

Biomass-based adhesives are considered to be the preferred alternative to formaldehyde-type wood adhesives due to their wide range of sources, low cost, and sustainability. Herein, an environmentally friendly Schiff base cross-linked compact three-dimensional network structure bio-adhesive (DAC-PEI-U) derived from polyethyleneimine (PEI), urea, and cellulose was successfully prepared, verifying by detailed FTIR, NMR, and XPS analysis. Schiff base bridging between aldehyde groups in dialdehyde cellulose (DAC) and amino groups in polyurea (PEIU) not only constructed crosslinking networks but also endowed adhesives with good adhesion property. The dry bond strength of DAC-PEI-U adhesive reached 2.71 MPa, and the wet shear strength was 1.51 MPa (hot water) and 1.34 MPa (boiling water), respectively. It not only improves the water resistance and bonding process, but also displays simple synthesis and low cost. The improved performance of DAC-PEI-U adhesive is attributed to the generation of hyperbranched cross-linking structure in the adhesive system, which results in increased cross-linking density and promotes the formation of dense cross-sections in the curing adhesive. This work paves a solid way for developing cellulose-based wood adhesives with wet bonding properties, thus holding great potential as an alternative to formaldehyde-type adhesives in wood-based panel and indoor panel bonding industries.


Subject(s)
Adhesives , Schiff Bases , Adhesives/chemistry , Cellulose/chemistry , Wood/chemistry , Water/analysis , Polyethyleneimine , Formaldehyde
4.
RSC Adv ; 12(43): 27736-27745, 2022 Sep 28.
Article in English | MEDLINE | ID: mdl-36320243

ABSTRACT

In this work, acidic sulfated cellulose nanocrystals (CNCs) were used as green carriers, and a novel composite material was synthesized and used to design sensors for paracetamol (AP) detection. There are negatively charged acidic sulfate groups on the surface of CNCs, which can enhance the electrostatic repulsion between nanoparticles, thereby increasing the stability and dispersibility of AgNPs in the system, making them less prone to agglomeration. Cationic pillar[5]arene (CP5) with a strong host-guest effect was used as a stable ligand for silver nanoparticles (AgNPs). AgNPs have good electrical conductivity and large specific surface area, which can significantly increase the peak current. In addition, CP5 has excellent supramolecular recognition performance, which can specifically recognize the guest molecule AP to form an inclusion complex, so that a large number of AP molecules are attached to the electrode surface, which is beneficial to the amplification of electrochemical signals. The prepared sensor is more attractive in terms of sensitivity and recognition performance; the host-guest binding constant was (3.37 ± 0.26) × 104 M-1, which can be obtained with good linearity (R 2 = 0.996), low detection limit (90 nM, LOD = 3σ/k, S/N = 3) and a wide linear range (0.5-500 µM). The electrochemical sensor showed good performance in quantitative analysis, stability, selectivity, reproducibility, and actual sample detection, providing high feasibility for real-time monitoring of paracetamol; it also provides a new idea for a green sensor.

5.
J Org Chem ; 87(13): 8515-8524, 2022 07 01.
Article in English | MEDLINE | ID: mdl-35731803

ABSTRACT

Here, we report a novel and facile protocol for the synthesis of benz[c,d]indol-2-imines via palladium-catalyzed C-C and C-N coupling of 8-halo-1-naphthylamines with isocyanides in a single step. The reaction features broad substrate scopes and mild conditions, providing an efficient alternative for the construction of antiproliferative agents and BET bromodomain inhibitors. If 0.1 mL of H2O was added to this reaction, the N-substituted amino-1-naphthylamides could be obtained easily.


Subject(s)
Imines , Palladium , Catalysis , Cyanides/chemistry , Imines/chemistry , Molecular Structure , Palladium/chemistry
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