Polarity Blindness in LLM Safety: A Systematic Study of Negation, Antonym Substitution, and Adversarial Framing

Large Language Models (LLMs) are increasingly deployed in real-world applications, yet they remain vulnerable to generating harmful content. From adversarial jailbreaks that bypass safety filters to implicit hate that evades detection, the range of risks these models pose continues to grow. While both specialized content moderators and general-purpose LLMs are being used as safety layers, the question of which model is best suited for which type of harmful content remains unanswered. We present the most comprehensive evaluation of LLM safety capabilities to date, systematically testing 53 models across 11 datasets that we organize into four distinct categories. Our evaluation under both prompt-only and prompt-response settings uncovers critical blind spots: large frontier models that lead on one category fall significantly behind smaller, specialized alternatives on others, and real-world conversational safety remains largely unsolved across all model families. These findings challenge the assumption that scale alone ensures safety, and provide the community with a structured framework for informed model selection.

Political bias in large language models (LLMs) is increasingly significant, but difficult to measure reproducibly across political and linguistic contexts. We introduce Polar, a 4,026-instance multiple-choice benchmark that measures political bias through option-level likelihoods rather than prompt-based generation. Polar covers two ideological axes and eight issue categories derived from the Manifesto Project, and evaluates models in parallel across U.S. and South Korean political contexts. Across 38 LLMs, measured bias varies systematically with political context, issue category, model group, and presentation language. All models lean left-progressive on U.S. political content, but show more centered and mixed patterns on South Korean content. Translation experiments further show that presentation language alone can shift measured bias. These findings highlight the need for multilingual and cross-contextual evaluation of political bias in LLMs.

Negation is an essential feature of human language, yet large language models (LLMs) remain unreliable in processing it. We evaluate recent open-source and closed-source LLMs on our negation benchmark and find that, in 37-71% of cases, they repeat the same answer under negation (e.g., "Madrid" for "What is not the capital of Spain?"). To understand and address this brittleness, we mechanistically examine how models operate under negation. Our main finding is that specialized attention heads and MLP neurons jointly implement negation by (1) suppressing retrieval of the original answer (e.g., "Madrid") while (2) promoting a favored candidate within the answer category (e.g., "Paris"). This contrasts with accounts of human negation processing, in which information about the original answer helps to determine what should be excluded. Furthermore, we find that this difference from human processing is a key source of negation failures: the model's mechanism relies on suppressing the original answer rather than using it to determine what to exclude, so the model can repeat the original answer when suppression is too weak or when a bias toward particular answers prevents it from selecting an alternative. To address this weakness in the model's negation mechanism, we propose a training objective that requires larger shifts in answer preference for more confident original predictions, and show that it reduces negation failures with less degradation of general capabilities than standard fine-tuning baselines. Together, our results demonstrate how mechanistic analysis can reveal why a linguistic capability fails and guide training that targets the underlying limitation.