# On Measuring Semantic Preservation in Legal Ontology Learning

arXiv: https://arxiv.org/abs/2608.12326 · HTML: https://mlsanity.com/paper/2608.12326/

## Key facts

- No citing papers in the map yet (data through 14 Oct 2026).
- Builds on 13 of its 36 references that are in the map.
- First posted on arXiv 30 May 2026.

## Builds on (most cited first, 13 of 13)

- [Judging LLM-as-a-Judge with MT-Bench and Chatbot Arena](https://mlsanity.com/paper/2306.05685/) (2023)
- [TinyBERT: Distilling BERT for Natural Language Understanding](https://mlsanity.com/paper/1909.10351/) (2019)
- [Large Language Models are not Fair Evaluators](https://mlsanity.com/paper/2305.17926/) (2023)
- [Beyond Accuracy: Behavioral Testing of NLP models with CheckList](https://mlsanity.com/paper/2005.04118/) (2020)
- [LegalBench: A Collaboratively Built Benchmark for Measuring Legal Reasoning in Large Language Models](https://mlsanity.com/paper/2308.11462/) (2023)
- [Replacing Judges with Juries: Evaluating LLM Generations with a Panel of Diverse Models](https://mlsanity.com/paper/2404.18796/) (2024)
- [LLMs4OL: Large Language Models for Ontology Learning](https://mlsanity.com/paper/2307.16648/) (2023)
- [Region Mutual Information Loss for Semantic Segmentation](https://mlsanity.com/paper/1910.12037/) (2019)
- [Beyond Preserved Accuracy: Evaluating Loyalty and Robustness of BERT Compression](https://mlsanity.com/paper/2109.03228/) (2021)
- [Neuro-Symbolic AI in 2024: A Systematic Review](https://mlsanity.com/paper/2501.05435/) (2025)
- [MAUD: An Expert-Annotated Legal NLP Dataset for Merger Agreement Understanding](https://mlsanity.com/paper/2301.00876/) (2023)
- [On Verifiable Legal Reasoning: A Multi-Agent Framework with Formalized Knowledge Representations](https://mlsanity.com/paper/2509.00710/) (2025)
- [Synergizing Logical Reasoning, Knowledge Management and Collaboration in Multi-Agent LLM System](https://mlsanity.com/paper/2507.02170/) (2025)

## Abstract (arXiv)

Ontology learning transforms unstructured text into structured representations for automated reasoning. Yet structuring information risks losing it, and current evaluation methodologies cannot detect such loss, focusing on structural correctness while failing to measure whether meaning survives transformation. We propose an evaluation methodology that addresses this: comparing LLM task performance on source documents against performance on transformed representations, with the difference quantifying semantic loss. We demonstrate this approach on legal merger agreement analysis, a domain chosen for its complex language and precise semantic requirements, comparing direct LLM application against three ontology learning methods across six language models. The results reveal systematic semantic loss with significant variation based on reasoning complexity and model-method interactions. Our contributions are: (1) an evaluation framework for measuring semantic preservation in ontology learning, and (2) empirical evidence that semantic loss varies dramatically with model-method pairing, providing guidance for selecting optimal configurations in legal knowledge systems.
