Paint It, Black: Evaluating LLMs for De-Identification of Multimodal Clinical Documents

Francesco Zangrillo, Alessio Cocchieri, Giacomo Frisoni, Davide Freddi, Luca Ragazzi, Alberto Aguzzi, Diego Raimondo, Renato Seracchioli, Gianluca Moro


Abstract
Secondary use of clinical data requires removing Protected Health Information (PHI) under regulations such as HIPAA. While de-identification is well studied for text, clinical records are often structured PDFs, where PHI appears across complex layouts, tables, and headers. We introduce Paint-It-Black (PIB), the first benchmark for end-to-end, pixel-level PHI de-identification in clinical PDFs. PIB contains physician-validated synthetic documents with diverse layouts, document types, and controlled visual degradations, annotated with HIPAA-aligned labels and bounding boxes. We evaluate locally deployable Multimodal Large Language Models (MLLMs) and find that even the strongest remain below the reliability required for clinical use. A conventional OCR+NER baseline performs substantially worse than the best MLLMs, highlighting the inherently multimodal nature of clinical PHI de-identification.
Anthology ID:
2026.emnlp-main.561
Volume:
Proceedings of the 2026 Conference on Empirical Methods in Natural Language Processing
Month:
October
Year:
2026
Address:
Budapest, Hungary
Editors:
Hung-Yi Lee, Sunipa Dev, Jessy Li, Desmond Elliott
Venue:
EMNLP
SIG:
SIGDAT
Publisher:
Association for Computational Linguistics
Note:
Pages:
12865–12902
Language:
URL:
https://aclanthology.org/2026.emnlp-main.561/
DOI:
Bibkey:
Cite (ACL):
Francesco Zangrillo, Alessio Cocchieri, Giacomo Frisoni, Davide Freddi, Luca Ragazzi, Alberto Aguzzi, Diego Raimondo, Renato Seracchioli, and Gianluca Moro. 2026. Paint It, Black: Evaluating LLMs for De-Identification of Multimodal Clinical Documents. In Proceedings of the 2026 Conference on Empirical Methods in Natural Language Processing, pages 12865–12902, Budapest, Hungary. Association for Computational Linguistics.
Cite (Informal):
Paint It, Black: Evaluating LLMs for De-Identification of Multimodal Clinical Documents (Zangrillo et al., EMNLP 2026)
Copy Citation:
PDF:
https://aclanthology.org/2026.emnlp-main.561.pdf