In the present study, we demonstrated the effect of hydrogen bonding in the semiconducting behaviour of a small molecule used in organic field-effect transistors (OFETs). For this study,t he highly soluble dumbbell-shaped molecule, Boc-TATDPP based on aB oc-protected thiophenediketopyrrolopyrrole (DPP) and triazatruxene (TAT)m oieties was used. The two Boc groups of the molecule were removed by annealing at 200 8C, which createdas trong hydrogen-bonded network of NH-TATDPP supported by additional p-p stacking. These were characterised by thermogravimetric analysis (TGA), UV/Vis and IR spectroscopy,X RD and high-resolution (HR)-TEM measurements. FETsw ere fabricat-ed with the semiconducting channel made of Boc-TATDPP and NH-TATDPP separately.I ti sw orth mentioning that the Boc-TATDPP film can be cast from solutiona nd then annealedt og et the other systemsw ithN H-TATDPP.M ore importantly,NH-TATDPP showedsignificantly higherhole mobilities compared to Boc-TATDPP.I nterestingly,t he high hole mobility in the case of NH-TATDPP was unaffectedu pon blendingw ith [6,6]-phenyl-C71-butyrica cid methyl ester (PC 71 BM). Thus, this robust hydrogen-bonded supramolecular network is likely to be useful in designing efficient and stable organico ptoelectronic devices.[**] OFET = organicfield-effect transistor.Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.