Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships
Twelve novel intrinsically colored wholly aromatic azopolyamide-hydrazides containing various proportions of para- and meta-phenylene units were successfully synthesized by a low temperature (−10 °C) solution polycondensation reaction of either 4-amino-3-hydroxybenzhydrazi...
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| Format: | Article |
| Language: | English |
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MDPI AG
2012-11-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/12/13969 |
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| author | Nadia A. Mohamed Mohammad H. Sammour Ali M. Elshafai |
| author_facet | Nadia A. Mohamed Mohammad H. Sammour Ali M. Elshafai |
| author_sort | Nadia A. Mohamed |
| collection | DOAJ |
| description | Twelve novel intrinsically colored wholly aromatic azopolyamide-hydrazides containing various proportions of para- and meta-phenylene units were successfully synthesized by a low temperature (−10 °C) solution polycondensation reaction of either 4-amino-3-hydroxybenzhydrazide (4A3HBH) or 3-amino-4-hydroxybenzhydrazide (3A4HBH) with an equimolar amount of either 4,4'-azodibenzoyl chloride (4,4'ADBC), 3,3'-azodibenzoyl chloride (3,3'ADBC), or mixtures of various molar ratios of 4,4'ADBC and 3,3'ADBC in anhydrous N,N-dimethyl acetamide (DMAc) containing 3% (wt/v) LiCl as a solvent. The structures of the polymers were proven by elemental analysis, FTIR, 1H- and 13C-NMR spectroscopy. The polymers’ properties were strongly affected by their various structures. The intrinsic viscosities of the polymers were ranged from 0.7 to 4.75 dL g−1 and increased with the para-phenylene units content. The polymers are partially soluble in DMAc, dimethyl formamide (DMF) and N-methyl-2-pyrrolidone (NMP). Their solubility increases with the introduction of meta-phenylene moieties into the polymer chains. The polymers exhibit a great affinity for water sorption. Their hydrophilicity increases as a function of the content of meta-phenylene rings incorporated into the polymer. Mechanical properties of the polymer films are improved markedly by substitution of para-phenylene units for meta-phenylene units. The completely para-oriented type polymer has the best thermal and thermo-oxidative stability relative to those of the other polymers. |
| first_indexed | 2024-12-23T06:46:15Z |
| format | Article |
| id | doaj.art-73abb0c701f644c4ada4f1977b93f1f2 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-23T06:46:15Z |
| publishDate | 2012-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-73abb0c701f644c4ada4f1977b93f1f22022-12-21T17:56:34ZengMDPI AGMolecules1420-30492012-11-011712139691398810.3390/molecules171213969Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property RelationshipsNadia A. MohamedMohammad H. SammourAli M. ElshafaiTwelve novel intrinsically colored wholly aromatic azopolyamide-hydrazides containing various proportions of para- and meta-phenylene units were successfully synthesized by a low temperature (−10 °C) solution polycondensation reaction of either 4-amino-3-hydroxybenzhydrazide (4A3HBH) or 3-amino-4-hydroxybenzhydrazide (3A4HBH) with an equimolar amount of either 4,4'-azodibenzoyl chloride (4,4'ADBC), 3,3'-azodibenzoyl chloride (3,3'ADBC), or mixtures of various molar ratios of 4,4'ADBC and 3,3'ADBC in anhydrous N,N-dimethyl acetamide (DMAc) containing 3% (wt/v) LiCl as a solvent. The structures of the polymers were proven by elemental analysis, FTIR, 1H- and 13C-NMR spectroscopy. The polymers’ properties were strongly affected by their various structures. The intrinsic viscosities of the polymers were ranged from 0.7 to 4.75 dL g−1 and increased with the para-phenylene units content. The polymers are partially soluble in DMAc, dimethyl formamide (DMF) and N-methyl-2-pyrrolidone (NMP). Their solubility increases with the introduction of meta-phenylene moieties into the polymer chains. The polymers exhibit a great affinity for water sorption. Their hydrophilicity increases as a function of the content of meta-phenylene rings incorporated into the polymer. Mechanical properties of the polymer films are improved markedly by substitution of para-phenylene units for meta-phenylene units. The completely para-oriented type polymer has the best thermal and thermo-oxidative stability relative to those of the other polymers.http://www.mdpi.com/1420-3049/17/12/13969azopolyamide-hydrazidesintrinsic viscositysolubilitycrystallinitymechanical propertiesthermal characteristics |
| spellingShingle | Nadia A. Mohamed Mohammad H. Sammour Ali M. Elshafai Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships Molecules azopolyamide-hydrazides intrinsic viscosity solubility crystallinity mechanical properties thermal characteristics |
| title | Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships |
| title_full | Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships |
| title_fullStr | Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships |
| title_full_unstemmed | Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships |
| title_short | Novel Self-Dyed Wholly Aromatic Polyamide-Hydrazides Covalently Bonded with Azo Groups in Their Main Chains: 1. Structure-Property Relationships |
| title_sort | novel self dyed wholly aromatic polyamide hydrazides covalently bonded with azo groups in their main chains 1 structure property relationships |
| topic | azopolyamide-hydrazides intrinsic viscosity solubility crystallinity mechanical properties thermal characteristics |
| url | http://www.mdpi.com/1420-3049/17/12/13969 |
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