水体系中含卟啉基团的两亲高分子的自组装行为和性质的研究

doi:10.7517/j.issn.1674-0475.2011.05.389

影像科学与光化学 ›› 2011, Vol. 29 ›› Issue (5): 389-397.DOI: 10.7517/j.issn.1674-0475.2011.05.389

• 研究简报 • 上一篇

水体系中含卟啉基团的两亲高分子的自组装行为和性质的研究

王飞^1,2, 丁可伟^1,2, 吴飞鹏¹

1. 中国科学院理化技术研究所, 北京100190;
2. 中国科学院研究生院, 北京100049

收稿日期:2011-04-26 修回日期:2011-06-10 出版日期:2011-09-23 发布日期:2011-09-23
通讯作者: 吴飞鹏,E-mail:fpwu@mail.ipc.ac.cn.

Study of Self-Assemble and Properties of Amphiphilic Polymer Containing Porphyrin Units in Aqueous Media

WANG Fei^1,2, DING Ke-wei^1,2, WU Fei-peng¹

1. Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China;
2. Graduate University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received:2011-04-26 Revised:2011-06-10 Online:2011-09-23 Published:2011-09-23

摘要/Abstract

摘要： 在文中合成了两种不同的卟啉单体5-(4-acryloyloxyphenyl)-10,15,20-tris(4-carboxylphenyl)porphyrinate zinc(Ⅱ)(ZnAOTCPP)和5-(4-acrylo-yloxyphenyl)-10,15,20-tris(4-methoxycarboxylphenyl)porphyrinate zinc(Ⅱ)(ZnMeAOTCPP),它们分别与丙烯酰胺(Acrylamide,AM)聚合得到含有卟啉基团的两亲高分子.与对应的单体相比,含有三羧酸卟啉基团的高分子在水中形成了一个新的紫外吸收峰和一个新的荧光发射峰,而含有三羧酸甲酯卟啉基团的高分子除此之外在更长波的方向上还另外出现了一个新的紫外吸收峰和一个新的荧光发射峰.随着高分子水溶液浓度的提高,高分子中卟啉基团的光谱性质的变化趋势显示高分子在水中的自组装行为可以分为分子间缔合和分子内缔合的两种情况.此外,实验结果显示含有三羧酸甲酯卟啉基团的高分子相对于含有三羧酸卟啉基团的高分子更加有利于卟啉缔合物的形成.

关键词: 卟啉, 两亲高分子, 自组装, 疏水性, 人工模拟捕光天线系统

Abstract: Two porphyrin monomers 5-(4-acryloyloxyphenyl)-10,15,20-tris(4-carboxylphenyl)porphyrinate zinc(Ⅱ)(ZnAOTCPP) and 5-(4-acryloyloxyphenyl)-10,15,20-tris(4-methoxycarboxylphenyl)porphyrinate zinc(Ⅱ)(ZnMeAOTCPP) were synthesized,and their corresponding amphiphilic polymers with acrylamide(AM) were prepared.Compared with corresponding porphyrin monomer,the polymer containing tricarboxyl-porphyrin units displayed a new absorption band and a new fluorescence emission band in water,while the one containing trimethoxycarboxyl-porphyrin units exhibited an additional new absorption band and fluorescence emission band at even longer wavelength region.The variations of spectroscopic properties of porphyrin units in polymers with increasing concentrations of polymers in aqueous media indicated that the self-assemble behavior of polymers had intermolecular association and intramolecular association two stages.Moreover,the polymer containing trimethoxycarboxyl-porphyrin units showed larger ability in the formation of porphyrin association complexes than the one containing tricarboxyl-porphyrin units.

Key words: porphyrin, amphiphilic polymer, self-assemble, hydrophobicity, artificial light-harvesting system

中图分类号:

王飞, 丁可伟, 吴飞鹏. 水体系中含卟啉基团的两亲高分子的自组装行为和性质的研究[J]. 影像科学与光化学, 2011, 29(5): 389-397.

WANG Fei, DING Ke-wei, WU Fei-peng. Study of Self-Assemble and Properties of Amphiphilic Polymer Containing Porphyrin Units in Aqueous Media[J]. Imaging Science and Photochemistry, 2011, 29(5): 389-397.

参考文献

[1] Hunter C N.Rings of light the atomic structure of the bacterial light-harvesting complex helps to explain howthe energy of sunlight is efficiently absorbed and transferred between bacteriochlorophyll molecules towards thereaction centre[J].Curr.Biol.,1995,5(8):826-828.
[2] K hlbrandt W.Structure and function of bacterial light-harvesting complexes[J].Structure,1995,3:521-525.
[3] McDermott G,Prince S M,Freer A A,Hawthorthwaite-Lawless A M,Papiz M Z,Cogdell R J,Isaacs N W.Crystal structure of an integral membrane light-harvesting complex from photosynthtic bacteria[J].Nature,1995,374(6):517-521.
[4] Imahori H.Giant multiporphyrin arrays as artificial light-harvesting antennas[J].J.Phys.Chem.B,2004,108:6130-6143.
[5] Kobuke Y.Artificial light-harvesting systems by use of metal coordination[J].Eur.J.Inorg.Chem.,2006,2333-2351.
[6] Nowakowska M,Karewicz A,Loukine N,Guilet J E.Study of the antenna effect in polymer molecules.29.Synthesis and properties of poly[sodium styrene sulfonate-co-(4-acryolyloxyphenyl)-10,15,20-tritolylporphyrin] in aqueous solution[J].Polymer,2002,43:2003-2009.
[7] Morishima Y,Saegusa K,Kamachi M.Anomalously blue-shifted fluorescence and phosphorescence of zinc(Ⅱ)tetraphenylporphyrin in highly constraining microenvironments in hydrophobically modified polysulfonates[J].Macromolecules,1995,28:1203-1207.
[8] Wang F,Ding K W,Wu F P.Self-assembly of novel tris(p-carboxyphenyl)porphyrin monomer and its copoly-mers with acrylamide in aqueous media[J].Dyes Pigments,2011,91:199-207.
[9] W hrle D,Paliuras M.Polymer-bound porphyrins and their precursors,10a)Syntheses and photoredox proper-ties of water-soluble polymers with covalently bonded zinc tetraphenylporphyrin[J].Makromo.Chem.,1991,192:819-832.
[10] W hrle D,Krawczyk G,Paliuras M.Polymeric bound porphyrins and their precursors,6a)Syntheses of water-soluble,negatively or un-charged polymers with covalently bound moieties of porphyrin derivatives[J].Makro-mo.Chem.,1988,189:1001-1011.
[11] Milgrom L R,O’Neill F.Towards synthetic-porphyrin/monoclonal antibody conjugates[J].Tetrahedron,1995,51(7):2137-2144.
[12] Balaban T S,Linke-Schaetzel M,Bhise A D,Vanthuyne N,Roussel C.Green self-assembling porphyrins andchlorines as minics of the natural bacteriochlorophylls c,d,and e[J].Eur.J.Org.Chem.,2004,3919-3930.
[13] Andrade S M,Teixeira R,Costa S M B,Sobral A J F N.Self-aggregation of free base porphyrins in aqueoussolution and in DMPC vesicles[J].Biophys.Chem.,2008,133:1-10.
[14] Andrade S M,Teixeira C.Togashi D M,Costa S M B,Sobral A J F N.Self-association of free base porphy-rins with aminoacid substituents in AOT reverse micelles[J].J.Photochem.Photobiol.,A,2006,178:225-235.
[15] Togashi D M,Costa S M B,Sobral A J F N,Gonsalves A M d'A R.Self-aggregation of lipophilic porphyrinsin reverse micelles of aerosol OT[J].J.Phys.Chem.B,2004,108(31):11344-11356.
[16] Chandrashekar T K,Willigen H V,Ebersole M H.Optical and electron spin resonance study of cation and cat-ion-crown ether induced dimerization of tetrakis(4-sulfonatophenyl)porphyrin[J].J.Phys.Chem.,1984,88(19):4326-4332.
[17] Brody S S.New excited state of chlorophyll[J].Science,1958,128:838-839.
[18] Brody S S,Brody M.Absorption properties of aggregated(dimeric)chlorophyll[J].Biochim.Biophys.Acta,1961,54:495-505.
[19] Neumann M G,Schmitt C C,Prieto K R,Goi B E.The photophysical determination of the minimum hydro-trope concentration of aromatic hydrotropes[J].J.Colloid Interface Sci.,2007,315:810-813.
[20] Ezzell S A,Hoyle C E,Creed D,McCormick C L.Water-soluble copolymer.40.photophysical studies of thesolution behavior of associative pyrenesulfonamide-labeled polyacrylamide[J].Macromolecules,1992,25:1887-1895.
[21] Nowakowska M,White B,Guillet J E.Studies of the antenna effect in polymer molecules.13.preparation andphotophysical studies of poly(sodium styrenesulfonate-co-2-vinylnaphthalene)[J].Macromolecules,1989,22:3902-3908.

水体系中含卟啉基团的两亲高分子的自组装行为和性质的研究

Study of Self-Assemble and Properties of Amphiphilic Polymer Containing Porphyrin Units in Aqueous Media

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	王琪, 肖雁, 肖勃, 肖竦. TCMePyP的制备及对神经母细胞瘤细胞系SH-SY5Y光动力杀伤作用的研究[J]. 影像科学与光化学, 2018, 36(5): 453-463.
[2]	李冰, 李海波, Mark Neisser, Caleb L. Breaux, Clifford L. Henderson. 用于大分子定向自组装的新型嵌段共聚物的合成与表征[J]. 影像科学与光化学, 2018, 36(4): 306-314.
[3]	柏宇豪, 谭剑波, 张力. 水相光引发聚合诱导自组装制备嵌段共聚物纳米材料[J]. 影像科学与光化学, 2017, 35(6): 816-823.
[4]	张雪超, 谭剑波, 张力. 水相光引发聚合诱导自组装制备CO₂响应性聚合物囊泡[J]. 影像科学与光化学, 2017, 35(6): 833-842.
[5]	李莉, 鲁峰, 杨武. 银纳米微球和银纳米棒自组装膜的制备及SERS研究[J]. 影像科学与光化学, 2016, 34(4): 329-335.
[6]	万堂庆, 黎占亭. 从超分子聚合物到超分子有机框架:组装溶液相超分子结构的周期性[J]. 影像科学与光化学, 2015, 33(1): 3-14.
[7]	王安东, 阎云, 黄建滨. 光化学在自组装结构调控与探测中的应用[J]. 影像科学与光化学, 2015, 33(1): 15-27.
[8]	王秀凤, 杨东, 刘鸣华. 超分子凝胶中的光化学反应[J]. 影像科学与光化学, 2015, 33(1): 49-66.
[9]	马莹, 鱼春萌, 刘科, 蔡秀琴, 张少飞, 房喻. 杯[4]芳烃的表面化学组装及其在气态四氢呋喃荧光传感薄膜创制中的应用[J]. 影像科学与光化学, 2015, 33(1): 67-76.
[10]	刘占芳, 宋恺, 佟振合. 胶体光子晶体的平面介电常数缺陷[J]. 影像科学与光化学, 2013, 31(6): 401-410.
[11]	李海霞, 高云燕, 欧植泽, 金和林, 曹璐, 陈晨. PMADQUAT/PSt-PAA聚离子复合物聚集体增强卟啉和富勒烯类衍生物单重态氧产率[J]. 影像科学与光化学, 2013, 31(3): 197-207.
[12]	李辉, 冯科, 周力, 陈彬, 张丽萍, 佟振合, 吴骊珠. 卟啉降冰片烯聚合物的合成、表征及性质研究[J]. 影像科学与光化学, 2012, 30(6): 429-437.
[13]	王东, 贺军辉, 刘红缨. 喷涂法制备功能性超疏水复合涂层及其性能研究[J]. 影像科学与光化学, 2012, (5): 365-374.
[14]	高亮娟, 何溥, 李晓禹, 贺军辉. 喷涂法构筑二氧化硅纳米粒子涂层及其光学和润湿性质[J]. 影像科学与光化学, 2012, 30(4): 260-268.
[15]	王东, 贺军辉, 刘红缨. 二氧化硅纳米颗粒/硅树脂复合超疏水功能涂层的制备和性能研究[J]. 影像科学与光化学, 2011, 29(5): 372-382.