This study aimed to enhance the accuracy of contextual keyword analysis through the extension of the Semantic Web. Single word searching may sometimes provide irrelevant results. If multiple extended words in the text can be analyzed, users may find the expected results more accurately. This study adoptes the analysis tools developed by the Massachusetts Institute of Technology ConceptNet5 and Academia Sinica Chinese text segmentation system with the hope to find out more relevant information through key word searching. This study also provided implications towards users’ needs of search engines in the library information system with linking current affairs news.