Photodeprotectable N-Alkoxybenzyl Aromatic Polyamides
Abstract
:1. Introduction
2. Materials and Methods
2.1. Measurement
2.2. Materials
2.3. Synthesis of N-Alkoxybenzyl Aromatic Diamines 1 and 2
2.3.1. Diimine 3
2.3.2. N,N′-bis(4-methoxybenzyl)diamine 1
2.3.3. Diimine 4
2.3.4. N,N′-Bis(4-octyloxybenzyl)diamine 2
2.4. Synthesis of N-Alkoxybenzyl Aromatic Polyamide
2.4.1. Synthesis of Poly1
2.4.2. Synthesis of Poly2
2.4.3. Synthesis of Poly3
2.4.4. Synthesis of Poly4
2.5. Synthesis of N-H Aromatic Polyamide
2.5.1. Synthesis of Poly5
2.5.2. Synthesis of Poly6
2.6. Deprotection of N-Alkoxybenzyl Aromatic Polyamide
2.7. Evaluation of Photosensitivity
2.7.1. Preparation of Photosensitive Film
2.7.2. Evaluation of Photo-Deprotection
3. Results and Discussion
3.1. Synthesis of N-Alkoxybenzyl Aromatic Diamine
3.2. Synthesis of N-Alkoxybenzyl Aromatic Polyamide
3.3. Photodeprotection of N-Alkoxybenzyl Aromatic Polyamide
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Entry | N-Alkoxybenzyl Aromatic Diamine | Dicarboxylic Acid Chloride | N-Alkoxybenzyl Aromatic Polyamide | Yield (%) | Mn b | Mw b | Mw/Mn b |
---|---|---|---|---|---|---|---|
1 | 1 | IPC | poly1 | 94 | 8630 | 13,500 | 1.57 |
2 | 1 | TPC | poly2 | 91 | 5200 | 7070 | 1.36 |
3 | 2 | IPC | poly3 | 96 | 14,900 | 23,250 | 1.56 |
4 | 2 | TPC | poly4 | 77 | 7250 | 9750 | 1.30 |
Solvent | poly1 | poly2 | poly3 | poly4 | poly5 | poly6 |
---|---|---|---|---|---|---|
Hexane | − | − | − | − | − | − |
Acetone | + | + | + | + | − | − |
Ethyl acetate | + | + | + | + | − | − |
CH2Cl2 | + | + | + | + | − | − |
Chloroform | + | + | + | + | − | − |
Methanol | − | − | − | − | − | − |
DMF | + | + | + | + | + | + |
NMP | + | + | + | + | + | + |
DMSO | + | + | + | + | + | + |
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Iwashita, K.; Katoh, H.; Ohta, Y.; Yokozawa, T. Photodeprotectable N-Alkoxybenzyl Aromatic Polyamides. Polymers 2017, 9, 246. https://doi.org/10.3390/polym9070246
Iwashita K, Katoh H, Ohta Y, Yokozawa T. Photodeprotectable N-Alkoxybenzyl Aromatic Polyamides. Polymers. 2017; 9(7):246. https://doi.org/10.3390/polym9070246
Chicago/Turabian StyleIwashita, Kenichi, Hironobu Katoh, Yoshihiro Ohta, and Tsutomu Yokozawa. 2017. "Photodeprotectable N-Alkoxybenzyl Aromatic Polyamides" Polymers 9, no. 7: 246. https://doi.org/10.3390/polym9070246