INTRODUCING NH<sub>2</sub> ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS

Jing Xu; Yu-hong Ma; Jing-yi Xie; Wan-tai Yang

doi:10.1007/s10118-012-1120-8

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INTRODUCING NH₂ ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS

PAPER | Updated：2023-01-03

- INTRODUCING NH₂ ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS
- Chinese Journal of Polymer Science Vol. 30, Issue 2, Pages: 287-296(2012)
- Affiliations：
  
  a.Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
  b.State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, China
- Author bio：
  
  **Yu-hong Ma (马育红), E-mail: mayh@mail.buct.edu.cn
  Wan-tai Yang (杨万泰), E-mail: yangwt@mail.buct.edu.cn
- Funds：
- DOI：10.1007/s10118-012-1120-8
  CLC：
- Received：13 May 2011，
  
  Revised：2011-07-01，
  
  Accepted：07 July 2011，
  
  Published：2012-03
- Accepted：
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Jing Xu, Yu-hong Ma, Jing-yi Xie, et al. INTRODUCING NH₂ ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS[J]. Chinese Journal of Polymer Science, 2012, 30(2): 287-296. DOI: 10.1007/s10118-012-1120-8.
DOI：

Jing Xu, Yu-hong Ma, Jing-yi Xie, et al. INTRODUCING NH₂ ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS[J]. Chinese Journal of Polymer Science, 2012, 30(2): 287-296. DOI: 10.1007/s10118-012-1120-8. DOI：

摘要

Abstract

A one-step process to introduce both the aromatic and aliphatic primary amino groups with high chemoselectivity was developed. Triplet state acetone abstracts the hydrogen atoms from both the C—H bond of the polymeric film substrate and the O—H bond of phenol which is the building block and the amino group carrier. As a result

two kinds of free radicals

confined carbon-centered chain radicals of the polymer substrate and mobile oxygen-centered phenoxy radicals

were generated. Then the C—O bonds were formed by the coupling reaction between these two kinds of free radicals.

-Tyramine and p-aminophenol were used as amino carriers. The successful introduction of amino groups onto LDPE

BOPP and PET film substrates was demonstrated by measurements of water contract angle (CA)

ultraviolet spectra (UV)

X-ray photoelectron spectroscopy (XPS) and fluorescent microscopy. The processing factors

such as the UV-light intensity and irradiation time

concentrations of

-tyramine and

-aminophenol

and the ratio of acetone/water were investigated. The optimized process parameters are as follows: UV light intensity 9500 μW/cm

; irradiation time 18 min for BOPP and LDPE

22 min for PET; the ratio of acetone/water = 1; and concentration of

-tyramine and

-aminophenol 15% for BOPP and LDPE

1% for PET. Based on the UV absorbance

the amino groups on the polymeric substrates were estimated to be in the range of 6.3×10

-6

-9.5×10

-6

mmol/mm

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INTRODUCING NH2 ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS

DOI：10.1007/s10118-012-1120-8

摘要

Abstract

关键词

Keywords

references

INTRODUCING NH₂ ONTO POLYMERIC FILMS VIA PHOTO-INDUCED C—H BOND TRANSFORMATION WITH PHENOL DERIVATIVES AS BUILDING BLOCKS