In the context of the new liberal arts construction of art and science fusion and the design trend of human-computer coupling, generative font design with algorithms and artificial intelligence as creative technical tools reinterprets the interpenetration of form and context in interactivity at the semantic and aesthetic levels. This paper discusses the formal analysis, design methods , and technical paths around algorithmic fonts and generative adversarial network-driven AI fonts. It mainly discusses how algorithmic fonts based on mathematical theorems and computational geometries utilize data and parameters to encode shape grammars and visual systems; and how deep learning based on generative adversarial network GAN drives AI for font generation and style migration. It also discusses whether an approach that allows AI to explore the collaborative dimensions of human creativity in practical font design can be embedded in the font design process as an innovative strategy, to keep the system open and empower an evolving dialog between technological systems and human subjects. At the same time, it allows font design to break out of its instrumental mission and uses design challenges as opportunities for evolution and innovation, offering a new approach to the design of interactive systems and their socio-technical environments.