8 files changed, 226 insertions, 11 deletions

diff --git a/src/ollama_web/app.py b/src/ollama_web/app.py
index cdec188..946d280 100644
--- a/src/ollama_web/app.py
+++ b/src/ollama_web/app.py
@@ -33,6 +33,12 @@ def create_app() -> Starlette:
         Route("/", pages_route.index, name="index"),
         Route("/api/chat", chat_route.chat, methods=["POST"], name="chat"),
         Route("/api/models", models_route.get_models, methods=["GET"], name="models"),
+        Route(
+            "/api/models/{model}/capabilities",
+            models_route.get_model_capabilities,
+            methods=["GET"],
+            name="model_capabilities",
+        ),
         Route("/api/health", models_route.health, methods=["GET"], name="health"),
         Route("/api/sessions", sessions_route.list_sessions, methods=["GET"], name="list_sessions"),
         Route(
@@ -65,6 +71,12 @@ def create_app() -> Starlette:
             methods=["DELETE"],
             name="delete_file",
         ),
+        Route(
+            "/api/sessions/{session_id}/messages",
+            sessions_route.clear_messages,
+            methods=["DELETE"],
+            name="clear_messages",
+        ),
         Mount("/static", app=StaticFiles(directory=str(_STATIC_DIR)), name="static"),
     ]
 
diff --git a/src/ollama_web/llm.py b/src/ollama_web/llm.py
index a18abf4..461cef9 100644
--- a/src/ollama_web/llm.py
+++ b/src/ollama_web/llm.py
@@ -2,6 +2,7 @@
 
 from __future__ import annotations
 
+import base64
 import json
 from collections.abc import AsyncIterator, Callable, Iterator
 from typing import Any, cast
@@ -18,6 +19,7 @@ from .tools.registry import ToolRegistry, default_registry
 MAX_TOOL_ROUNDS = 5
 
 # Upper bound on the cumulative size of tool results sent back to ollama.
+
 # Larger values can cause ollama to spend a very long time processing the
 # context between rounds.
 MAX_TOOL_CONTEXT_CHARS = 24000
@@ -55,6 +57,65 @@ def list_models(host: str | None = None) -> list[str]:
     return models
 
 
+def get_model_capabilities(model: str, host: str | None = None) -> set[str]:
+    """Return the capability set for a single model via ``ollama.show()``.
+
+    Unknown or unreachable models are treated as having no special capabilities,
+    which keeps the UI conservative and avoids sending unsupported parameters.
+    """
+    try:
+        client = get_client(host)
+        show_response = client.show(model)
+    except Exception:  # noqa: BLE001
+        return set()
+
+    caps = getattr(show_response, "capabilities", None)
+    if caps is None and isinstance(show_response, dict):
+        caps = show_response.get("capabilities")
+    if not caps:
+        return set()
+    return {str(c).lower() for c in caps}
+
+
+def _is_image_message(message: Message) -> bool:
+    """Check whether a message has image attachments."""
+    images = getattr(message, "images", None)
+    return bool(images)
+
+
+def _embed_images_in_content(message: Message) -> Message:
+    """Convert image bytes attached to a message into base64 markdown links.
+
+    Non-vision models cannot consume the ``images`` field, so we fall back to
+    embedding the image as data URIs inside the text content.
+    """
+    images = getattr(message, "images", None) or []
+    if not images:
+        return message
+
+    parts: list[str] = []
+    for img in images:
+        raw = getattr(img, "value", None) or (img if isinstance(img, (bytes, bytearray)) else None)
+        if raw is None:
+            continue
+        encoded = base64.b64encode(bytes(raw)).decode("ascii")
+        # Use a generic data URI since ollama already processed the image.
+        parts.append(f"![image](data:image/png;base64,{encoded})")
+
+    content = str(getattr(message, "content", "") or "")
+    if parts:
+        content = content + "\n\n" + "\n\n".join(parts)
+
+    kwargs: dict[str, Any] = {"role": getattr(message, "role", "user"), "content": content}
+    for attr in ("name", "tool_calls", "tool_name"):
+        value = getattr(message, attr, None)
+        if value is not None:
+            kwargs[attr] = value
+    if getattr(message, "thinking", None):
+        kwargs["thinking"] = message.thinking
+    return Message(**kwargs)
+
+
 def _tool_calls(response: Any) -> list[dict[str, Any]]:
     """Extract tool calls from an ollama response in a tolerant manner."""
     msg = getattr(response, "message", None) or (
@@ -108,6 +169,7 @@ def chat_with_tools(
     think: bool | str | None = None,
     registry: ToolRegistry | None = None,
     host: str | None = None,
+    capabilities: set[str] | None = None,
 ) -> Iterator[dict[str, Any]]:
     """Run a multi-round tool-calling chat and yield progress events.
 
@@ -126,9 +188,16 @@ def chat_with_tools(
 
     logger = logging.getLogger("ollama_web.llm")
 
+    caps = capabilities or set()
     raw_client = get_client(host)
     reg = registry or default_registry()
     tools: list[ToolCallable] = [cast(Any, c) for c in reg.callables]
+    effective_tools = tools if "tools" in caps else []
+    effective_think = think if "thinking" in caps else None
+
+    # Non-vision models cannot use the ``images`` field; embed them as base64.
+    if "vision" not in caps:
+        messages = [_embed_images_in_content(m) if _is_image_message(m) else m for m in messages]
 
     cumulative_tool_chars = 0
 
@@ -147,8 +216,8 @@ def chat_with_tools(
             resp = cast(Any, raw_client).chat(
                 model=model,
                 messages=messages,
-                tools=tools,
-                think=think,
+                tools=effective_tools,
+                think=effective_think,
                 stream=False,
             )
         except Exception as exc:  # noqa: BLE001
@@ -221,7 +290,8 @@ def chat_with_tools(
         resp = cast(Any, raw_client).chat(
             model=model,
             messages=messages,
-            think=think,
+            tools=effective_tools,
+            think=effective_think,
             stream=False,
         )
     except Exception as exc:  # noqa: BLE001
@@ -256,6 +326,7 @@ def stream_chat_with_tools(
     think: bool | str | None = None,
     registry: ToolRegistry | None = None,
     host: str | None = None,
+    capabilities: set[str] | None = None,
 ) -> Iterator[dict[str, Any]]:
     """Run a tool-calling chat loop and yield real streaming events from ollama.
 
@@ -268,9 +339,16 @@ def stream_chat_with_tools(
 
     logger = logging.getLogger("ollama_web.llm")
 
+    caps = capabilities or set()
     raw_client = get_client(host)
     reg = registry or default_registry()
     tools: list[ToolCallable] = [cast(Any, c) for c in reg.callables]
+    effective_tools = tools if "tools" in caps else []
+    effective_think = think if "thinking" in caps else None
+
+    # Non-vision models cannot use the ``images`` field; embed them as base64.
+    if "vision" not in caps:
+        messages = [_embed_images_in_content(m) if _is_image_message(m) else m for m in messages]
 
     cumulative_tool_chars = 0
 
@@ -292,8 +370,8 @@ def stream_chat_with_tools(
             stream = cast(Any, raw_client).chat(
                 model=model,
                 messages=messages,
-                tools=tools,
-                think=think,
+                tools=effective_tools,
+                think=effective_think,
                 stream=True,
             )
         except Exception as exc:  # noqa: BLE001
@@ -412,7 +490,8 @@ def stream_chat_with_tools(
         stream = cast(Any, raw_client).chat(
             model=model,
             messages=messages,
-            think=think,
+            tools=effective_tools,
+            think=effective_think,
             stream=True,
         )
     except Exception as exc:  # noqa: BLE001
@@ -439,11 +518,14 @@ async def astream_chat_with_tools(
     think: bool | str | None = None,
     registry: ToolRegistry | None = None,
     host: str | None = None,
+    capabilities: set[str] | None = None,
 ) -> AsyncIterator[dict[str, Any]]:
     """Async wrapper that yields events from ``stream_chat_with_tools``."""
     import anyio
 
-    gen = stream_chat_with_tools(messages, model, think=think, registry=registry, host=host)
+    gen = stream_chat_with_tools(
+        messages, model, think=think, registry=registry, host=host, capabilities=capabilities
+    )
 
     def _next() -> dict[str, Any] | None:
         try:
diff --git a/src/ollama_web/routes/chat.py b/src/ollama_web/routes/chat.py
index 9e0eae6..8b5c3f4 100644
--- a/src/ollama_web/routes/chat.py
+++ b/src/ollama_web/routes/chat.py
@@ -202,8 +202,16 @@ async def _chat_event_stream(
             total_image_bytes,
         )
 
+        capabilities = llm.get_model_capabilities(model, host=host)
+        logger.info(
+            "chat stream model=%s capabilities=%s",
+            model,
+            sorted(capabilities),
+        )
+
         async for event in llm.astream_chat_with_tools(
-            messages, model, think=think, host=host, registry=registry
+            messages, model, think=think, host=host, registry=registry,
+            capabilities=capabilities,
         ):
             if event.get("type") == "delta":
                 assistant_text = _limit_text(
diff --git a/src/ollama_web/routes/models.py b/src/ollama_web/routes/models.py
index 477a44e..406679a 100644
--- a/src/ollama_web/routes/models.py
+++ b/src/ollama_web/routes/models.py
@@ -15,6 +15,19 @@ async def get_models(request: Request) -> JSONResponse:
     return JSONResponse({"models": models})
 
 
+async def get_model_capabilities(request: Request) -> JSONResponse:
+    """Return capabilities for a single model via ``ollama.show()``.
+
+    The response contains the raw capability strings reported by ollama, e.g.
+    ``{"capabilities": ["vision", "tools", "thinking"]}``. Unknown models or
+    connection failures return an empty list.
+    """
+    model = request.path_params["model"]
+    host = request.app.state.settings.ollama_host
+    caps = sorted(llm.get_model_capabilities(model, host=host))
+    return JSONResponse({"capabilities": caps})
+
+
 async def health(request: Request) -> JSONResponse:
     """Report Ollama server reachability."""
     host = request.app.state.settings.ollama_host
diff --git a/src/ollama_web/routes/sessions.py b/src/ollama_web/routes/sessions.py
index 7b01705..64e1bc9 100644
--- a/src/ollama_web/routes/sessions.py
+++ b/src/ollama_web/routes/sessions.py
@@ -161,3 +161,14 @@ async def delete_file(request: Request) -> JSONResponse:
     if not ok:
         return JSONResponse({"error": "File not found"}, status_code=404)
     return JSONResponse({"deleted": True})
+
+
+async def clear_messages(request: Request) -> JSONResponse:
+    store = _get_store(request)
+    session_id = request.path_params["session_id"]
+    if not is_valid_id(session_id):
+        return JSONResponse({"error": "Invalid session id"}, status_code=400)
+    session = store.clear_messages(session_id)
+    if session is None:
+        return JSONResponse({"error": "Session not found"}, status_code=404)
+    return JSONResponse({"cleared": True, "session": session})
diff --git a/src/ollama_web/sessions.py b/src/ollama_web/sessions.py
index 3eab31f..645f934 100644
--- a/src/ollama_web/sessions.py
+++ b/src/ollama_web/sessions.py
@@ -314,3 +314,24 @@ class SessionStore:
             return abs_path.read_bytes()
         except Exception:  # noqa: BLE001
             return None
+
+    def clear_messages(self, session_id: str) -> dict[str, Any] | None:
+        """Clear all messages and attached files from the session."""
+        if not is_valid_id(session_id):
+            return None
+        session = self.get(session_id)
+        if session is None:
+            return None
+        # Remove uploaded/fetched physical files.
+        files_dir = self._files_dir(session_id)
+        try:
+            if files_dir.exists():
+                shutil.rmtree(files_dir)
+                files_dir.mkdir(parents=True, exist_ok=True)
+        except Exception:  # noqa: BLE001
+            pass
+        session["messages"] = []
+        session["files"] = []
+        session["updated_at"] = _now()
+        self._save(session_id, session)
+        return session
diff --git a/src/ollama_web/static/app.js b/src/ollama_web/static/app.js
index 3240dcc..b9da89f 100644
--- a/src/ollama_web/static/app.js
+++ b/src/ollama_web/static/app.js
@@ -21,6 +21,34 @@ let currentSessionId = null;
 let currentSession = null;
 let pendingFiles = [];
 let abortController = null;
+let currentCapabilities = new Set();
+
+function updateThinkToggleState() {
+  if (!thinkToggle) return;
+  if (currentCapabilities.has("thinking")) {
+    thinkToggle.disabled = false;
+    thinkToggle.parentElement.classList.remove("disabled");
+  } else {
+    thinkToggle.disabled = true;
+    thinkToggle.checked = false;
+    thinkToggle.parentElement.classList.add("disabled");
+  }
+}
+
+async function loadModelCapabilities() {
+  const model = modelSelect.value;
+  if (!model) return;
+  try {
+    const res = await fetch(`/api/models/${encodeURIComponent(model)}/capabilities`);
+    if (!res.ok) throw new Error(res.statusText);
+    const data = await res.json();
+    currentCapabilities = new Set((data.capabilities || []).map((c) => c.toLowerCase()));
+  } catch (err) {
+    console.error("failed to load model capabilities", err);
+    currentCapabilities = new Set();
+  }
+  updateThinkToggleState();
+}
 
 function getCookie(name) {
   const prefix = `${name}=`;
@@ -440,6 +468,8 @@ sessionListEl.addEventListener("click", (e) => {
   }
 });
 
+modelSelect.addEventListener("change", loadModelCapabilities);
+
 async function send() {
   const text = inputEl.value.trim();
   if (!text && !pendingFiles.length) return;
@@ -669,9 +699,36 @@ inputEl.addEventListener("keydown", (e) => {
   }
 });
 
-clearBtn.addEventListener("click", () => {
-  chatEl.innerHTML = "";
-});
+async function clearMessages() {
+  if (!currentSessionId) {
+    chatEl.innerHTML = "";
+    pendingFiles = [];
+    renderAttachments();
+    return;
+  }
+
+  try {
+    const res = await csrfFetch(`/api/sessions/${currentSessionId}/messages`, {
+      method: "DELETE",
+    });
+    if (!res.ok) throw new Error(res.statusText);
+    const data = await res.json();
+    if (!data.cleared) throw new Error("クリアに失敗しました");
+
+    if (currentSession) {
+      currentSession.messages = [];
+      currentSession.files = [];
+    }
+    pendingFiles = [];
+    chatEl.innerHTML = "";
+    renderAttachments();
+  } catch (err) {
+    console.error("failed to clear messages", err);
+    alert("メッセージのクリアに失敗しました");
+  }
+}
+
+clearBtn.addEventListener("click", clearMessages);
 
 cancelBtn.addEventListener("click", () => {
   if (abortController) {
@@ -680,3 +737,4 @@ cancelBtn.addEventListener("click", () => {
 });
 
 loadSessions();
+loadModelCapabilities();
diff --git a/src/ollama_web/static/style.css b/src/ollama_web/static/style.css
index 14dce76..24623c5 100644
--- a/src/ollama_web/static/style.css
+++ b/src/ollama_web/static/style.css
@@ -333,6 +333,16 @@ button { cursor: pointer; }
 button:hover { border-color: var(--accent); }
 
 .think-toggle { display: flex; align-items: center; gap: 4px; color: var(--muted); }
+.think-toggle.disabled,
+.think-toggle:has(input:disabled) {
+  color: var(--muted);
+  opacity: 0.5;
+  cursor: not-allowed;
+}
+.think-toggle.disabled input[type="checkbox"],
+.think-toggle:has(input:disabled) input[type="checkbox"] {
+  cursor: not-allowed;
+}
 
 main#chat {
   flex: 1;