UV-Induced Modulation of the Refractive Index and the Surface Properties of Photoreactive Polymers Bearing N-Phenylamide Groups
详细信息 查看全文
- 作者：Thomas Griesser ; Jan-Carlos Kuhlmann ; Manuel Wieser ; Wolfgang Kern ; Gregor Trimmel
- 刊名：Macromolecules
- 出版年：2009
- 出版时间：February 10, 2009
- 年：2009
- 卷：42
- 期：3
- 页码：725-731
- 全文大小：209K
- 年卷期：v.42,no.3(February 10, 2009)
- ISSN：1520-5835
文摘
Poly(N,N′-diphenyl-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxamide) was prepared as a functional polymer containing photoreactive arylamide groups. Under 254 nm UV irradiation, the arylamide groups undergo a photo-Fries rearrangement which yields aminosubstituted ketones as the reaction product. In thin films of the polymer, the photoreaction leads to a significant increase of the refractive index n by Δn = +0.10 which is unusually large for polymeric materials and more than sufficient for optical applications such as waveguiding. Due to the photogeneration of aminoketone groups, the chemical reactivity of the polymer is also enhanced after the irradiation step. This was employed for a selective postexposure modification of polymer films with acid chlorides and fluorescamine. In combination with photolithographic techniques, a structured surface functionalization was demonstrated. By reaction of the amino groups with bicyclo[2.2.1]hept-5-ene-2-carboxylic acid chloride a polymer surface bearing pendant norbornene units was created. Using the ring opening metathesis polymerization technique (ROMP), the immobilized norbornene moieties were successfully employed in a grafting-from polymerization of norbornene monomers. Photoreactive polymers bearing N-phenylamide groups are of interest for photolithography, optical applications such as waveguiding and holographic data storage, and for site selective surface functionalization.