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Pillararene-based fluorescent sensors for the tracking of organic compounds

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Chinese Chemical Letters 2019年第10期30卷 1758-1766页

作者： Derong Cao herbert meier School of Chemistry and Chemical Engineering South China University of TechnologyGuangzhou 510641China Institute of Organic Chemistry University of MainzD-55099 MainzGermany

Fluorescent chemosensors based on pillararene complexes represent a new, promising branch in sensor technology. Because of CH-π interactions, aliphatic chains are well suited for the columnar cavities of pillararenes and bulky or sheet-like(sub)structures can be arranged on the portals. Thus, pillararenes form versatile receptors and an alteration of the fluorescence behavior upon complexation ensures the function of these chemosensors as the reporter. Although this field of research exists only since a few years, remarkable chemosensors were developed for substances as diverse as medical drugs,biochemicals, herbicides and explosives.

关键词： Pillararene Fluorescent chemosensor Complex Host-guest Fluorescent cavity

Complexation Selectivities of Pillar[5]arenes with Primary Ammonium Salts

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Chinese Journal of Chemistry 2013年第5期31卷 624-626页

作者： Luzhi Liu Yu Chen Lingyun Wang herbert meier Derong Cao School of Chemistry and Chemical Engineering State Key Laboratory of Luminescent Materials and Devices South China University of Technology Guangzhou Guangdong 510641 China School of Chemistry and Chemical Engineering Guangxi University Nanning Guangxi 530004 China Institute of Organic Chemistry Johannes-Gutenberg-Universital Mainz D-55099 Mainz Germany

The complexation of alkyl-substituted pillar[5]arenes with primary ammonium salts is investigated. 1,4-Bis- （methoxy）pillar[5]arene （MeP5） can form strong complexes with the primary ammonium salts in CDC13. However, 1,4-bis（ethoxy）pillar[5]arene （EtP5） shows weak interaction with these guests, and 1,4-bis（butoxy）pillar[5]arene （BuP5） can not form such a complex at all. These results indicate that the modified alkyl chains of pillar[5]arene play an important role in the complexation selectivity.

关键词： pillararenes primary ammonium salts complexation selectivity host-guest chemistry bindingproperties

D-A-π-A organic sensitizers containing a benzothiazole moiety as an additional acceptor for use in solar cells

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Science China Chemistry 2013年第4期56卷 505-513页

作者： ZENG Juan ZHANG TengLong ZANG XuFeng KUANG DaiBin meier herbert CAO DeRong School of Chemistry and Chemical Engineering State Key Laboratory of Luminescent Materials and Devices South China University of Technology MOE Key Laboratory of Bioinorganic and Synthetic Chemistry KLGHEI of Environment and Energy Chemistry School of Chemistry and Chemical Engineering Sun Yat-sen University Institute of Organic Chemistry University of Mainz

Three novel triphenylamine-based D-A-r-A-featured dyes （Zl-Z3） have been designed, synthesized and characterized for use in dye-sensitized solar cells. Benzothiazole was incorporated as an additional acceptor, which greatly enhanced the molar ex- tinction coefficient of the dyes. Various conjugated linkers, such as benzene, furan and thiophene, were also introduced to con- figure the novel D-A-n-A framework in order to prolong electron flow and active transportation. Among all dyes, Z2 contain- ing a thiophene linker exhibited the maximum overall conversion efficiency （r/） of 4.16% （Jsc = 9.27 mA cm-2, Voc = 642 mV, FF = 0.70） under standard global AM 1.5 G solar condition.

关键词： organic dye dye-sensitized solar cell D-A-Tr-A benzothiazole

Diketopyrrolopyrrole based D-π-A-π-D type small organic molecules as hole transporting materials for perovskite solar cells

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Journal of Energy Chemistry 2018年第4期27卷 1175-1182页

作者： Haoliang Cheng Xiaojuan Zhao Yan Shen Mingkui Wang Lingyun Wang herbert meier Derong Cao School of Chemistry and Chemical Engineering State Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhou 510641Guangdong China Wuhan National Laboratory for Optoelectronics Huazhong University of Science and TechnologyWuhan 4300F4HubeiChina Institute of Organic Chemistry University of MainzMainz 55099Germany

Three novel diketopyrrolopyrrole （DPP） based small organic molecules were synthesized as hole transporting materials for perovskite solar cells. The effects of different donors and zr bridges on the performance of perovskite solar cells （PSCs） were discussed. The efficiency of TPADPP-1, TPADPP-2. PTZDPP-2 was 5.10%, 9.85% and 8.16% respectively. Compared to TPADPP-2, the voltage of PTZDPP-2 was higher. Because the electron-donatingability of phenothiazine based donor was larger than that of triphenylamine based donor, the HOMO level of PTZDPP-2 was lower than that of TPADPP-2. The results indicated that the diketopyrrolopyrrole based D-π-A-π-D type small organic molecule might be a promising hole trans- porting material in the perovskite solar cells.

关键词： Perovskite solar cells Diketopyrrolopyrrole Hole transporting materials Donors π bridges

Synthesis and host-guest properties of pillar[6]arenes

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Science China Chemistry 2012年第2期55卷 223-228页

作者： TAO HongQi CAO DeRong LIU LuZhi KOU YuHui WANG LingYun meier herbert School of Chemistry and Chemical Engineering South China University of Technology Guangzhou 510640 China State Key Laboratory of Luminescent Materials and Devices South China University of Technology Guangzhou 510640 China Institute of Organic Chemistry University of Mainz 55099 Mainz Germany

A facile method for the synthesis of pillar[6]arenes was developed. A series of pillar[6]arenes were prepared with FeC13 as catalyst and chloroform as solvent at room temperature in moderate yields （30%-40%）. Their host-guest properties with n-cetyltrimethyl ammonium bromide were investigated by 1 HNMR. The results showed that high selectivity in the host-guest relationship became apparent between pillar[6]arenes and pillar[5]arenes based on the different size of the inner cavity.

关键词： calixarene pillararene FeCl3 supramolecular chemistry host-guest property

Crystal Structure and Host-Guest Binding Ability of Three Types of Pillar[5]arenes

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中国化学:英文版 2015年第3期33卷 346-350页

作者： Luzhi Liu Wengui Duan Yuhui Kou Lingyun Wang herbert meier Derong Cao School of Chemistry and Chemical Engineering South China University of TechnologyGuangzhouGuangdong 510640China School of Chemistry and Chemical Engineering Guangxi UniversityNanningGuangxi 530004China Institute of Organic Chemistry University of MainzMainz 55099Germany

A systematic research of the structural characterization and the host-guest binding abilities between three types of pillar[5]arenes 3-5(3 for Structure Type I,4 for Structure Type II and 5 for Structure Type III)is carried out by 1H NMR measurements and X-ray *** results show that the configurations or symmetry of their cavities not only have large difference in these three types of pillar[5]arenes,but also have more or less variations even in the same structure type or the same host locked different guests such as crystals of 3a-3b,*** the other hand,the complexation behavior of pillar[5]arenes with 1,4-dibromobutane(DBB)is affected by the different symmetri-cal structure or substituents on the rings.

关键词： pillararenes crystal structure configuration complexation behavior

Synthesis of pillar[7]arene

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Chinese Chemical Letters 2012年第5期23卷 509-511页

作者： Yu Chen Hong Qi Tao Yu Hui Kou herbert meier Jian Long Fu De Rong Cao School of Chemistry and Chemical Engineering State Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhou 510641China Institute of Organic Chemistry University of MainzDuesbergweg 10-1455099 MainzGermany

The first synthesis of pillar[7]arene is reported with two *** A：the FeCl_3-catalyzed condensation reaction of 1,4- dimethoxybenzene（1） with paraformaldehyde in CHCl_3 gave dimethoxypillar[7]arene（3）.Method B：the p-toluenesulfonic acid catalyzed condensation reaction of 2,5-bis（benzyloxymethyl）-1,4-dimethoxybenzene（2） in CH_2Cl_2 gave compound *** of 3 with BBr_3 gave pillar[7]arene（4）.The pillar[7]arene might be a perspective macrocyclic host in host-guest chemistry.

关键词： Pillar[n]arenes Pillararene Host-guest chemistry Condensation reaction Iron(Ⅲ) chloride

Acid-cleavage of the Intramolecular Photoadduct of Naphthalene and Benzene Rings

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Acid-cleavage of the Intramolecular Photoadduct of Naphthale...

Photocycloaddition between Benzene Ring and Naphthalene Ring

中国化学会第四届有机化学学术会议

作者： meier,herbert Institute of Organic Chemistry University of MainzDuesbergweg 10-14D-55099 MainzGermany Graduate School of Chinese Academy of SciencesBeijing 100039China

＜正＞The reversible intramolecular photocycloaddition reaction between naphthalene and benzene rings occurred when they were substituted with electron-rich group. The application of such a new photocyclization in materials science or molecular recognition seem to be particularly promising in the field of optical switching processes. However, it turned out that the retrocycloaddtion between naphthalene derivatives 1 and their intramolecular photocycloadducts 2 was impaired by traces of acid. The systematic treatment of 2 with an increasing excess of

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Photocycloaddition between Benzene Ring and Naphthalene Ring