海峡药学
海峽藥學
해협약학
STRAIT PHARMACEUTICAL JOURNAL
2014年
6期
141-145
,共5页
许秀枝%陈志枫%朱文山%王艰%李柱来
許秀枝%陳誌楓%硃文山%王艱%李柱來
허수지%진지풍%주문산%왕간%리주래
酞菁锌%合成%聚集%水溶性
酞菁鋅%閤成%聚集%水溶性
태정자%합성%취집%수용성
phthalocyaninatozinc%synthesis%aggregation%water soluble
目的:研究水溶性八取代季铵盐酞菁锌配合物的合成和光谱性质。方法以4-溴-5-硝基邻苯二甲腈为原料,与3-羟基吡啶通过亲核取代反应得到4,5-二(3-吡啶氧基)邻苯二甲腈前驱体,此前驱体通过与无水Zn(OAc)2缩合得到相应的八-β-(3-吡啶氧基)酞菁锌配合物Zn-PcBPO8,ZnPcBPO8继续与碘甲烷反应转化成水溶性的酞菁配合物 ZnPcBPO8 I8,测试其紫外光谱和荧光光谱的性质。结果季铵盐 ZnPcB-PO8 I8在DMF中最大吸收波长在673nm,而在荧光光谱中观察到其荧光发射峰的位置随着酞菁浓度的增大波长逐渐红移。 ZnPcBPO8 I8在水中以聚集体存在,随着体系中乙醇比例的增加,单体的吸收峰逐渐增强,70%乙醇对其解聚能力最好。在不同pH 条件下,不同酸碱性对 ZnPcB-PO8 I8单体-聚集体的平衡影响不同:弱酸性 pH为5时主要以单体形式存在,在弱碱性 pH 为9时主要以单体形式存在,而随酸性或碱性逐渐增强,单体含量都随之下降。结论合成得到的八取代酞菁锌配合物水溶性好,在水溶液中单体-聚集体间平衡随不同的条件相互转变。
目的:研究水溶性八取代季銨鹽酞菁鋅配閤物的閤成和光譜性質。方法以4-溴-5-硝基鄰苯二甲腈為原料,與3-羥基吡啶通過親覈取代反應得到4,5-二(3-吡啶氧基)鄰苯二甲腈前驅體,此前驅體通過與無水Zn(OAc)2縮閤得到相應的八-β-(3-吡啶氧基)酞菁鋅配閤物Zn-PcBPO8,ZnPcBPO8繼續與碘甲烷反應轉化成水溶性的酞菁配閤物 ZnPcBPO8 I8,測試其紫外光譜和熒光光譜的性質。結果季銨鹽 ZnPcB-PO8 I8在DMF中最大吸收波長在673nm,而在熒光光譜中觀察到其熒光髮射峰的位置隨著酞菁濃度的增大波長逐漸紅移。 ZnPcBPO8 I8在水中以聚集體存在,隨著體繫中乙醇比例的增加,單體的吸收峰逐漸增彊,70%乙醇對其解聚能力最好。在不同pH 條件下,不同痠堿性對 ZnPcB-PO8 I8單體-聚集體的平衡影響不同:弱痠性 pH為5時主要以單體形式存在,在弱堿性 pH 為9時主要以單體形式存在,而隨痠性或堿性逐漸增彊,單體含量都隨之下降。結論閤成得到的八取代酞菁鋅配閤物水溶性好,在水溶液中單體-聚集體間平衡隨不同的條件相互轉變。
목적:연구수용성팔취대계안염태정자배합물적합성화광보성질。방법이4-추-5-초기린분이갑정위원료,여3-간기필정통과친핵취대반응득도4,5-이(3-필정양기)린분이갑정전구체,차전구체통과여무수Zn(OAc)2축합득도상응적팔-β-(3-필정양기)태정자배합물Zn-PcBPO8,ZnPcBPO8계속여전갑완반응전화성수용성적태정배합물 ZnPcBPO8 I8,측시기자외광보화형광광보적성질。결과계안염 ZnPcB-PO8 I8재DMF중최대흡수파장재673nm,이재형광광보중관찰도기형광발사봉적위치수착태정농도적증대파장축점홍이。 ZnPcBPO8 I8재수중이취집체존재,수착체계중을순비례적증가,단체적흡수봉축점증강,70%을순대기해취능력최호。재불동pH 조건하,불동산감성대 ZnPcB-PO8 I8단체-취집체적평형영향불동:약산성 pH위5시주요이단체형식존재,재약감성 pH 위9시주요이단체형식존재,이수산성혹감성축점증강,단체함량도수지하강。결론합성득도적팔취대태정자배합물수용성호,재수용액중단체-취집체간평형수불동적조건상호전변。
OBJECTIVE To study on the synthesis of a water soluble cationic octasubstituted phthalocya-ninatozinc and its spectral properties.METHODS The precursor 4,5-bis ( pyridin-3-yloxy ) phthalonitrile was synthesized from the nucleophilic substitution reaction of 4-bromo-5-nitrophthalonitrile and pyridin-3-ol.The corre-sponding octasubstituted phthalocyaninatozinc ,ZnPcBPO8 ,was prepared by the condensation reaction of 4,5-bis( pyr-idin-3-yloxy ) phthalonitrile and anhydrous Zn ( OAc ) 2.The prepared ZnPcBPO 8 was converted to water soluble Zn-PcBPO8 I8 by quaternizing with methyl iodide.UV-vis and fluorescence spectra of ZnPcBPO 8 I8 were deter-mined.RESULTS The maximum absorbance of ZnPcBPO 8 I8 was 673 nm in DMF and its emission wavelength was gradually red shift with the concentration.ZnPcBPO8 I8 was aggregation in water and its monomer increases with the percent of ethanol,which maximum content of monomer was obtained in 70% ethanol.However,ZnPcBPO8I8 exits mainly as monomer at pH 5 or 9 and assembles with the increases of acidity or alkalinity.CONCLUSION These results indicates that ZnPcBPO 8 I8 has good water solubility and its monomer-aggregate may convert to each other at different condition.