The subject of this thesis is the digitization and challenges of digitization of a set of six technical documentations from the second half of the 20th century (1964. – 1978.) originating from and provided by the company KONČAR - Institute of Electrical Engineering d.o.o. Bearing in mind the historical and technical value, uniqueness, only one copy - the original and the need for wider availability to researchers, their digitization was very necessary. The selected topic is covered through two aspects. The first part is of a practical nature, which consists of testing technical capabilities of the available equipment and determining the optimal scanning parameters, digitization of technical documentation, post-processing and preparation of digitized documentation for submission to the Information and Documentation Department (INDOK). In the second part of the thesis, the theoretical elaboration is shown on a practical example, in which the concepts of special libraries are clarified and the concepts of the constituent parts of technical documentation are defined, the history and development of the Končar Group and the INDOK department is given and further the thesis provides detail analysis and explanations of what, technical documentation is and what it consists of, various types and formats of paper used, recording methods, aging of paper, digitization challenges, post-processing, protection, transfer, storage, access, use and preservation of digital materials. The conclusion provides an insight into the achievement of the set goals and provides recommendations for further digitization of technical documentation.