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Related Experiment Video

Updated: May 19, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
12:07

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Published on: April 1, 2013

A fluorescent pH chemosensor based on functionalized naphthalimide in aqueous solution.

Chun-Yan Li1, Yu Zhou, Fen Xu

  • 1Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, PR China. lichunyan79@sina.com

Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry
|August 11, 2012
PubMed
Summary
This summary is machine-generated.

A novel functionalized naphthalimide compound was synthesized for use as a pH chemosensor. This fluorescent sensor operates effectively in aqueous solutions and shows rapid, reliable pH detection in samples like urine.

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Area of Science:

  • Organic Chemistry
  • Analytical Chemistry
  • Materials Science

Background:

  • Naphthalimide derivatives are widely explored for their photophysical properties.
  • Development of selective and sensitive chemosensors for pH monitoring is crucial in various scientific fields.
  • Existing fluorescence-based pH sensors often face limitations in aqueous media or exhibit slow response times.

Purpose of the Study:

  • To synthesize a functionalized naphthalimide (compound 1) for pH sensing applications.
  • To investigate the mechanism of fluorescence enhancement in response to pH changes.
  • To evaluate the analytical performance and applicability of the synthesized compound as a pH chemosensor in aqueous solutions and biological samples.

Main Methods:

  • Synthesis of a functionalized naphthalimide derivative.
  • Fluorescence spectroscopy was employed to study the sensing mechanism and performance.
  • Investigation of the effect of hydrogen ion concentration on fluorescence intensity.
  • Evaluation of the sensor's response time, selectivity, and pH determination range.
  • Application testing in aqueous solutions and urine samples.

Main Results:

  • Compound 1 was successfully synthesized and demonstrated pH-dependent fluorescence enhancement.
  • The fluorescence enhancement is attributed to the hindering of photo-induced electron transfer (PET) from the aliphatic amine group to the naphthalimide core.
  • The chemosensor exhibits a linear response for pH determination in the range of 3.20 to 7.80.
  • The method is suitable for aqueous solutions and shows minimal interference from common inorganic ions.
  • The sensor provides a fast response time (less than 3 minutes) and satisfactory results in urine sample analysis.

Conclusions:

  • The synthesized functionalized naphthalimide serves as an effective pH chemosensor.
  • The PET mechanism provides a reliable basis for fluorescence-based pH sensing in aqueous media.
  • The developed chemosensor offers advantages in terms of speed, selectivity, and applicability to real-world samples like urine.