Hydrogen bonding and morphological structure of segmented polyurethanes based on hydroquinone- bis(?-hydroxyethy)ether as a chain extender

Author(s):  
Liusheng Zha ◽  
Mingyuan Wu ◽  
Jianjun Yang
Polymers ◽  
2021 ◽  
Vol 13 (19) ◽  
pp. 3403
Author(s):  
Tao Zhang ◽  
Ho-Jong Kang

Polyketones (PKs) having strong hydrogen bonding properties and a chain extender are used as additives in the melt processing of nylon 6 (PA6). Their effect on the chain structure and properties of PA6 is studied to enhance the processability of PA6 in melt processing. The addition of the chain extender to PA6 increases the melt viscosity by forming branches on the backbone. The addition of PKs results in an additional increase in viscosity through the hydrogen bonding between N–H of PA6 and C=O of PK. The change in the N–H bond FT-IR peak of PA6 and the swelling data of the PA6/PK blend containing a chain extender, styrene maleic anhydride copolymer (ADR), suggest that incorporation of chain extender and PK in the melt processing of PA6 results in physical crosslinks through hydrogen bonding between the branched PA6 formed by the addition of chain extender and PK chains. This change in the chain structure of PA6 not only increases the melt strength of PA6 but also increases randomness resulting in decreased crystallinity.


2009 ◽  
Vol 21 (5) ◽  
pp. 596-607 ◽  
Author(s):  
Geta David ◽  
Bogdan C. Simionescu

New segmented polyurethanes containing soft and hard segments of different polarity and hydrophilicity, based on 4,4′-methylenebis-(cyclohexyl isocyanate, 4,4′-methylenebis-(phenyl isocyanate) and poly(tetramethylene oxide) or poly(ethylene oxide) were prepared including poly[( N-acylimino) ethylene] sequences as a chain extender. They were comparatively characterized by spectral, thermal and mechanical techniques. Some preliminary investigations on their nanocomposites with montmorillonite as an inorganic component are presented.


2015 ◽  
Vol 1110 ◽  
pp. 73-76 ◽  
Author(s):  
Sau Leng Sin ◽  
Hong Yan ◽  
Jian Wei Xu

This paper describes synthesis of a series of polyurethane (PU)/clay nanocomposites by using two different chain extenders ethylenediamine (ED) and 1,3-diamino-2-propanol (DAP). By using DAP as a chain extender, PU/clay nanocomposites show not only the stronger inter-and intrachain interactions through hydrogen bonding, but also exhibit enhanced clay exfoliation as evidenced by the disappearance of clay diffraction at 2θ = 2.5-10°.


2011 ◽  
Vol 197-198 ◽  
pp. 1294-1298
Author(s):  
Ping Lu ◽  
Wei Bo Huang ◽  
Xue Qiang Ma ◽  
Xu Dong Liu

New polyaspartic ester (PAE) chain extender named PAE-f was prepared via two steps of Michael addition reactions:(1) Michael addition reaction between 4,4’-methylenebis(2-methyl cyclohexyl amine) (Laromin C260) and excessive dialkyl maleates(DEF); (2) The Michael addition reaction of the residual dialkyl maleates of step (1) with polyester polyamine Jeffamine D230. The two-steps method proposed could reduce the reaction time in comparison with the current one step Michael addition reaction method, thus satisfying the industrialized production. New PAE based polyureas were synthesized by reacting the PAE-f chain extender with aliphatic polyisocyanates 4,4’-diisocyanato dicyclohexylmethane (H12MDI) / polyester polyamine Jeffamine D2000 prepolymer at room temperature. FT-IR and GPC were employed to characterize the new PAE prepared, and the morphology, molecular weight distribution and mechanical properties of the prepared PAE based polyureas were investigated by means of FT-IR and GPC. The FT-IR results indicated that the hydrogen bonding degree of amidogen groups in hard segments of the prepared polyureas were high, the length of hydrogen bonding were 0.305nm~0.306nm. The GPC experimental results show that the weight average molecular weight of the PAE-f based polyureas were 4.95×104~6.05×104,Mw/Mn were 1.65~1.97, the molecular weight distribution were relatively narrow. The mechanical properties demonstrated that the tensile strength were 14.7~22.5MPa, Elongation at break were 306~511%, Yang’s modulus were 67~127MPa, Shore A hardness were 64~83. The mechanical properties confirmed that the polyureas based on PAE-f were kinds of elastomeric materials with satisfied flexibility, strength, module and hardness.


2014 ◽  
pp. n/a-n/a ◽  
Author(s):  
Weihua Fan ◽  
Yue Zhao ◽  
Aijing Zhang ◽  
Yukun Liu ◽  
Yanxia Cao ◽  
...  

Author(s):  
Ligia R. Gomes ◽  
John Nicolson Low ◽  
Catarina Oliveira ◽  
Fernando Cagide ◽  
Fernanda Borges

The crystal structures of three benzamide derivatives,viz. N-(6-hydroxyhexyl)-3,4,5-trimethoxybenzamide, C16H25NO5, (1),N-(6-anilinohexyl)-3,4,5-trimethoxybenzamide, C22H30N2O4, (2), andN-(6,6-diethoxyhexyl)-3,4,5-trimethoxybenzamide, C20H33NO6, (3), are described. These compounds differ only in the substituent at the end of the hexyl chain and the nature of these substituents determines the differences in hydrogen bonding between the molecules. In each molecule, them-methoxy substituents are virtually coplanar with the benzyl ring, while thep-methoxy substituent is almost perpendicular. The carbonyl O atom of the amide rotamer istransrelated with the amidic H atom. In each structure, the benzamide N—H donor group and O acceptor atoms link the molecules intoC(4) chains. In1, a terminal –OH group links the molecules into aC(3) chain and the combined effect of theC(4) andC(3) chains is a ribbon made up of screw relatedR22(17) rings in which the ...O—H... chain lies in the centre of the ribbon and the trimethoxybenzyl groups forms the edges. In2, the combination of the benzamideC(4) chain and the hydrogen bond formed by the terminal N—H group to an O atom of the 4-methoxy group link the molecules into a chain ofR22(17) rings. In3, the molecules are linked only byC(4) chains.


Author(s):  
Mohammad Mizanur Rahman ◽  
Md. Hasan Zahir ◽  
Han Do Kim

A series of waterborne polyurethane (WBPU)/modified lignin amine (MLA) adhesives was prepared using modified lignin amine (MLA) as a chain extender by a prepolymer mixing process. A successful Mannich reaction was achieved during the synthesis of MLA by reacting lignin with bis(3-aminopropyl)amine. Higher tensile strength, Young’s modulus and thermal stability were recorded for WBPU/MLA adhesives with higher MLA contents. The WBPU/MLA adhesive materials were used to coat PVC substrates. The adhesive strength increased with increasing MLA content. More importantly, the MLA also enhanced the WBPU/MLA coating in terms of adhesive strength at moderately high temperatures as well as under natural weather exposed conditions. The adhesive strength was essentially unaffected with 6.48 mole% MLA in the WBPU/MLA coating after exposure to natural weather conditions for 180 days.


1993 ◽  
Vol 28 (18) ◽  
pp. 4862-4867 ◽  
Author(s):  
Ming-Fung Lin ◽  
Yao-Chi Shu
Keyword(s):  
Nylon 6 ◽  

Author(s):  
Chang Dae Han

Thermoplastic polyurethane (TPU) has received considerable attention from both the scientific and industrial communities (Hepburn 1982; Oertel 1985; Saunders and Frish 1962). Applications for TPUs include automotive exterior body panels, medical implants such as the artificial heart, membranes, ski boots, and flexible tubing. Figure 10.1 gives a schematic that shows the architecture of TPU, consisting of hard and soft segments. Hard segments, which form a crystalline phase at service temperature, are composed of diisocyanate and short-chain diols as a chain extender, while soft segments, which control low-temperature properties, are composed of difunctional long-chain polydiols with molecular weights ranging from 500 to 5000. The soft segments form a flexible matrix between the hard domains. TPUs are synthesized by reacting difunctional long-chain diol with diisocyanate to form a prepolymer, which is then extended by a chain extender via one of two routes: (1) by a dihydric glycol chain extender or (2) by a diamine chain extender. The most commonly used diisocyanate is 4,4’-diphenylmethane diisocyanate (MDI), which reacts with a difunctional polyol forming soft segments, such as poly(tetramethylene adipate) (PTMA) or poly(oxytetramethylene) (POTM), to produce TPU, in which 1,4-butanediol (BDO) is used as a chain extender. There are two methods widely used to produce TPU: (1) one-shot reaction sequence and (2) two-stage reaction sequence. The reaction sequences for both methods are well documented in the literature (Hepburn 1982). It should be mentioned that MDI/BDO/PTMA produces ester-based TPU. One can also produce ether-based TPU when MDI reacts with POTM using BDO as a chain extender. TPUs are often referred to as “multiblock copolymers.” In order to have a better understanding of the rheological behavior of TPUs, one must first understand the relationships between the chemical structure and the morphology; thus, a complete characterization of the materials must be conducted. The rheological behavior of TPU depends, among many factors, on (1) the composition of the soft and hard segments, (2) the lengths of the soft and hard segments and the sequence length distribution, (3) anomalous linkages (branching, cross-linking), and (4) molecular weight.


2017 ◽  
Vol 59 (1) ◽  
pp. 12-26 ◽  
Author(s):  
E. S. Afanasyev ◽  
L. M. Goleneva ◽  
T. A. Matseevich ◽  
A. A. Askadskii

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