- Synthesis and application of aminophenyl-s-triazine derivatives as potential flame retardants in the modification of epoxy resins
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In order to develop new phosphorus-nitrogen-containing flame retardants, three novel compounds of DOPO-substituted aminophenyl-s-triazine (TAT-DOPO) with different P/N element ratios were synthesized by Kabachnik-Fields reaction. TAT-triDOPO possessing three DOPO units in one molecule exhibited the best thermal stability. Besides, TAT-triDOPO and TAT-hexaDOPO possessing active hydrogen displayed the characteristics of reactive-type retardant, while TAT-enneaDOPO without active hydrogen represented additive-type retardant. The influences of three TAT-DOPO compounds on the thermal stability, flame retardancy and mechanical properties of the cured EP composites were investigated. Compared with pure EP, the char yields of EP/TAT-DOPO were increased. The LOI value and the UL-94 ratings of EP/TAT-triDOPO with a 5% loading were improved to 34.0% and V-0 grade. The PHRR, THR and HRC of EP/TAT-triDOPO were decreased by 25.7%, 21.1% and 25.4%, respectively. Furthermore, the incorporation of TAT-triDOPO could also improve the flexural strength and elastic modulus of cured EP. It was explained that the existence of active hydrogen atoms within TAT-triDOPO molecule can act as effective chemical cross-linking points in EP network. Finally, based on the SEM and TGA-FTIR analysis of pyrolytic products of cured EP/TAT-DOPO, it was deduced that the prepared TAT-DOPO flame retardant could exhibit both condensed phase and gas phase flame-retardancy mechanism.
- Wu, Haiyang,Hu, Rong,Zeng, Birong,Yang, Li,Chen, Ting,Zheng, Wei,Liu, Xinyu,Luo, Weiang,Dai, Lizong
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- Preparation method of tris (N-1, 4-dimethyl amyl p-phenylenediamine)-1, 3, 5-triazine and intermediate thereof
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The invention discloses a preparation method of tris (N-1, 4-dimethyl amyl p-phenylenediamine)-1, 3, 5-triazine and an intermediate thereof. The method comprises the steps of taking cyanuric chloride, formamide and sodium carbonate as raw materials, reacting to form 2, 4, 6-tris (formamido)-1, 3, 5-triazine, taking the 2, 4, 6-tris (formamido)-1, 3, 5-triazine as an intermediate, then reacting the intermediate with parachloronitrobenzene and sodium carbonate to form 2, 4, 6-tri (4-nitrophenyl)-1, 3, 5-triazine, carrying out a catalytic hydrogenation reduction alkylation reaction on the 2, 4, 6-tri (4-nitrophenyl)-1, 3, 5-triazine and methyl isoamyl ketone to obtain the 2, 4, 6-tri (N-1, 4-dimethyl amyl p-phenylenediamine)-1, 3, 5-triazine. The method has the advantages of easily available raw materials, low cost, high reaction selectivity and yield, few byproducts, low cost and good quality.
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Paragraph 0013; 0023-0024; 0026-0027; 0029-0030
(2021/09/26)
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- Preparation method of anti-aging agent TAPDT and intermediate thereof
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The invention discloses a preparation method of an anti-aging agent TAPDT and an intermediate thereof. The preparation method comprises the following steps: carrying out a condensation dehydration reaction on melamine and formic acid to generate 2,4,6-tri(formamido)-1,3,5-triazine, then subjecting 2,4,6-tri(formamido)-1,3,5-triazine to reacting with parachloronitrobenzene under the catalysis of sodium carbonate to generate 2,4,6-tri(4-nitrophenyl)-1,3,5-triazine, and carrying out a hydrogenation reversion reaction on 2,4,6-tri(4-nitrophenyl)-1,3,5-triazine and methyl isoamyl ketone under the catalysis of a catalyst to obtain the anti-aging agent TAPDT. The method has the advantages of usage of easily available raw materials, low cost, high reaction selectivity and yield, few byproducts, low cost and good quality.
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Paragraph 0023-0024; 0026-0027; 0029-0030; 0032-0033
(2021/10/30)
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- Prodrugs for nitroreductase based cancer therapy-4: Towards prostate cancer targeting: Synthesis of N-heterocyclic nitro prodrugs, Ssap-NtrB enzymatic activation and anticancer evaluation
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In this study, various N-heterocyclic nitro prodrugs (NHN1-16) containing pyrimidine, triazine and piperazine rings were designed and synthesized. The final compounds were identified using FT-IR, 1H NMR, 13C NMR as well as elemental analyses. Enzymatic activities of compounds were conducted by using HPLC analysis to investigate the interaction of substrates with Ssap-NtrB nitroreductase enzyme. MTT assay was performed to evaluate the toxic effect of compounds against Hep3B and PC3 cancer cell lines and healthy HUVEC cell. It was observed that synthesized compounds NHN1-16 exhibited different cytotoxic profiles. Pyrimidine derivative NHN3 and triazine derivative NHN5 can be good drug candidates for prostate cancer with IC50 values of 54.75 μM and 48.9 μM, respectively. Compounds NHN6, NHN10, NHN12, NHN14 and NHN16 were selected as prodrug candidates because of non-toxic properties against three different cell models. The NHN prodrugs and Ssap-NtrB combinations were applied to SRB assay to reveal the prodrug capabilities of these selected compounds. SRB screening results showed that the metabolites of all selected non-toxic compounds showed remarkable cytotoxicity with IC50 values in the range of 1.71–4.72 nM on prostate cancer. Among the tested compounds, especially piperazine derivatives NHN12 and NHN14 showed significant toxic effect with IC50 values of 1.75 nM and 1.79 nM against PC3 cell compared with standart prodrug CB1954 (IC50: 1.71 nM). Novel compounds NHN12 and NHN14 can be considered as promising prodrug candidates for nitroreductase-prodrug based prostate cancer therapy.
- Güng?r, Tu?ba,Tokay, Esra,Güven Gülhan, ünzile,Hac?o?lu, Nelin,?elik, Ayhan,K??kar, Feray,Ay, Mehmet
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- Method of producing triazine derivatives
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The invention provides a method of producing triazine derivatives, the preparation method comprises the following steps: the para-nitroaniline compound A with the substitution reaction, forming intermediate B; the intermediate with a compound B C hydrogen reduction alkylation reaction, to obtain the triazine derivatives. The present invention provides a substituted by the above-mentioned method of the first hydrogenation after reducing hydrocarbon two-step preparation triazine derivatives, not only has a high product yield, but also greatly shortened the technological process. At the same time, this method effectively avoid in the traditional technique double-substituted P-phenylenediamine of by-product, the product separation becomes easier, the cost is greatly reduced, pollution-free, high product quality, easy to realize industrial.
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Paragraph 0043-0045; 0051-0053
(2018/07/10)
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- An efficient, "green" approach to aryl amination of cyanuric chloride using acetic acid as solvent
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(Chemical Equation Presented) Acetic acid is an inexpensive and environmentally friendly solvent for facile, clean and high-yielding aryl amination of cyanuric chloride with aromatic amines, including nitroanilines. Aryl animation in acetic acid medium and isolation protocol are greatly simplified as compared to previously reported procedures. Under proper conditions, it is possible to attach the same or different aniline residues in a controlled way to obtain in excellent yields symmetrical and unsymmetrical 1,3,5-triazine derivatives, respectively.
- Kolmakov, Kirill A.
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p. 533 - 539
(2008/09/18)
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- Microwave assisted synthesis of 2,4,6-triarylamino-1,3,5-triazines as potential UV absorbent
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2,4,6-Triarylamino-1,3,5-triazines was synthesized in a few minutes by reaction of cyanuric chloride with aromatic amines under microwave irradiation. This method is featured with rapid reaction, convenient operation, high yield, and clean. UV-absorption was tested for each compound.
- Sha, Yaowu,Dong, Yuyi
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p. 2599 - 2604
(2007/10/03)
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