物理化学学报
物理化學學報
물이화학학보
ACTA PHYSICO-CHIMICA SINICA
2015年
5期
989-997
,共9页
金青君%徐旻%黄馨仪%李勃天%王吉帅%阚成友
金青君%徐旻%黃馨儀%李勃天%王吉帥%闞成友
금청군%서민%황형의%리발천%왕길수%감성우
荧光染料%聚氨酯%吸光度%荧光强度%耐光色牢度
熒光染料%聚氨酯%吸光度%熒光彊度%耐光色牢度
형광염료%취안지%흡광도%형광강도%내광색뇌도
Fluorescent dye%Polyurethane%Absorbance%Fluorescence intensity%Light fastness
首先以4-溴-1,8-萘酐、2-氨基-1,3-丙二醇和甲醇钠为原料,经亚胺化和取代两步反应合成出4-甲氧基-N-(2-羟基-1-羟甲基乙基)-1,8-萘酰亚胺(MHHNA)活性荧光染料,然后将其作为扩链剂通过相反转自乳化法制备出了共聚型荧光聚氨酯(PU)(PU-MHHNA)乳液,并分别采用核磁共振氢谱(1H NMR)、核磁共振碳谱(13C NMR)、元素分析、傅里叶变换红外(FTIR)光谱、紫外-可见(UV-Vis)吸收光谱、荧光光谱、粒度分析、氙灯老化等方法对所得荧光染料的化学结构、PU乳液及乳胶膜的性能进行了表征.结果表明, MHHNA和PU-MHHNA的荧光量子产率分别为0.73和0.92, MHHNA的用量对所得PU乳液的胶体性质没有明显影响. PU-MHHNA的丙酮溶液在UV-Vis吸收光谱上的最大吸收波长(λmax)为360.6 nm,在荧光光谱上的最大激发波长(λex)和最大发射波长(λem)分别为362和435 nm.随着温度的升高, PU-MHHNA的荧光强度逐渐降低. PU-MHHNA乳胶膜的耐光色牢度和耐溶剂色牢度均明显高于共混型荧光聚氨酯(PU/MBNA)乳胶膜.
首先以4-溴-1,8-萘酐、2-氨基-1,3-丙二醇和甲醇鈉為原料,經亞胺化和取代兩步反應閤成齣4-甲氧基-N-(2-羥基-1-羥甲基乙基)-1,8-萘酰亞胺(MHHNA)活性熒光染料,然後將其作為擴鏈劑通過相反轉自乳化法製備齣瞭共聚型熒光聚氨酯(PU)(PU-MHHNA)乳液,併分彆採用覈磁共振氫譜(1H NMR)、覈磁共振碳譜(13C NMR)、元素分析、傅裏葉變換紅外(FTIR)光譜、紫外-可見(UV-Vis)吸收光譜、熒光光譜、粒度分析、氙燈老化等方法對所得熒光染料的化學結構、PU乳液及乳膠膜的性能進行瞭錶徵.結果錶明, MHHNA和PU-MHHNA的熒光量子產率分彆為0.73和0.92, MHHNA的用量對所得PU乳液的膠體性質沒有明顯影響. PU-MHHNA的丙酮溶液在UV-Vis吸收光譜上的最大吸收波長(λmax)為360.6 nm,在熒光光譜上的最大激髮波長(λex)和最大髮射波長(λem)分彆為362和435 nm.隨著溫度的升高, PU-MHHNA的熒光彊度逐漸降低. PU-MHHNA乳膠膜的耐光色牢度和耐溶劑色牢度均明顯高于共混型熒光聚氨酯(PU/MBNA)乳膠膜.
수선이4-추-1,8-내항、2-안기-1,3-병이순화갑순납위원료,경아알화화취대량보반응합성출4-갑양기-N-(2-간기-1-간갑기을기)-1,8-내선아알(MHHNA)활성형광염료,연후장기작위확련제통과상반전자유화법제비출료공취형형광취안지(PU)(PU-MHHNA)유액,병분별채용핵자공진경보(1H NMR)、핵자공진탄보(13C NMR)、원소분석、부리협변환홍외(FTIR)광보、자외-가견(UV-Vis)흡수광보、형광광보、립도분석、선등노화등방법대소득형광염료적화학결구、PU유액급유효막적성능진행료표정.결과표명, MHHNA화PU-MHHNA적형광양자산솔분별위0.73화0.92, MHHNA적용량대소득PU유액적효체성질몰유명현영향. PU-MHHNA적병동용액재UV-Vis흡수광보상적최대흡수파장(λmax)위360.6 nm,재형광광보상적최대격발파장(λex)화최대발사파장(λem)분별위362화435 nm.수착온도적승고, PU-MHHNA적형광강도축점강저. PU-MHHNA유효막적내광색뇌도화내용제색뇌도균명현고우공혼형형광취안지(PU/MBNA)유효막.
The reactive fluorescent dye 4-methoxy-N-(2-hydroxy-1-hydroxymethylethyl) naphthalimide (MHHNA) was first synthesized by imidization and substitution reactions using 4-bromo-1,8-naphthalic anhydride, 2-amino-1,3-propanediol, and sodium methoxide as initial materials. A series of covalent fluorescent polyurethane (PU) (PU-MHHNA) emulsions were then fabricated using MHHNA as the chain extender through a phase inverse self-emulsification process. The chemical structure of the synthesized fluorescent dyes and the properties of PU-MHHNA emulsions and their latex films were characterized by 1H nuclear magnetic resonance (1H NMR) spectroscopy, 13C nuclear magnetic resonance (13C NMR) spectroscopy, Fourier transform infrared (FTIR) spectroscopy, elemental analysis, ultraviolet-visible (UV-Vis) absorption spectroscopy, fluorescent spectroscopy, particle size analysis, and xenon arc aging measurements. The fluorescent quantum yields of MHHNA and PU-MHHNA were 0.73 and 0.92, respectively. The amount of MHHNA had no obvious influence on the col oidal properties of the PU-MHHNA emulsions. The maximum wavelength (λmax) of the UV-Vis absorption spectra was 360.6 nm, and fluorescent spectroscopy analysis indicated that the maximum excitation wavelength (λex) and maximum emission wavelength (λem) of PU-MHHNA in acetone were 362 and 435 nm, respectively. In addition, the fluorescence intensity of PU-MHHNA decreased with increasing temperature. The light fastness and solvent fastness of the PU-MHHNA film were much better than those of the non-covalent fluorescent polyurethane (PU/MBNA) film.