diff --git a/src/common/clean-task.ts b/src/common/clean-task.ts
new file mode 100644
index 00000000..56c8567e
--- /dev/null
+++ b/src/common/clean-task.ts
@@ -0,0 +1,229 @@
+import fs from 'fs';
+// generate Claude 3.7 Sonet Thinking
+
+interface FileRecord {
+    filePath: string;
+    addedTime: number;
+    retries: number;
+}
+
+interface CleanupTask {
+    fileRecord: FileRecord;
+    timer: NodeJS.Timeout;
+}
+
+class CleanupQueue {
+    private tasks: Map<string, CleanupTask> = new Map();
+    private readonly MAX_RETRIES = 3;
+    private isProcessing: boolean = false;
+    private pendingOperations: Array<() => void> = [];
+
+    /**
+     * 执行队列中的待处理操作，确保异步安全
+     */
+    private executeNextOperation(): void {
+        if (this.pendingOperations.length === 0) {
+            this.isProcessing = false;
+            return;
+        }
+
+        this.isProcessing = true;
+        const operation = this.pendingOperations.shift();
+        operation?.();
+
+        // 使用 setImmediate 允许事件循环继续，防止阻塞
+        setImmediate(() => this.executeNextOperation());
+    }
+
+    /**
+     * 安全执行操作，防止竞态条件
+     * @param operation 要执行的操作
+     */
+    private safeExecute(operation: () => void): void {
+        this.pendingOperations.push(operation);
+        if (!this.isProcessing) {
+            this.executeNextOperation();
+        }
+    }
+
+    /**
+     * 检查文件是否存在
+     * @param filePath 文件路径
+     * @returns 文件是否存在
+     */
+    private fileExists(filePath: string): boolean {
+        try {
+            return fs.existsSync(filePath);
+        } catch (error) {
+            //console.log(`检查文件存在出错: ${filePath}`, error);
+            return false;
+        }
+    }
+
+    /**
+     * 添加文件到清理队列
+     * @param filePath 文件路径
+     * @param cleanupDelay 清理延迟时间(毫秒)
+     */
+    addFile(filePath: string, cleanupDelay: number): void {
+        this.safeExecute(() => {
+            // 如果文件已在队列中，取消原来的计时器
+            if (this.tasks.has(filePath)) {
+                this.cancelCleanup(filePath);
+            }
+
+            // 创建新的文件记录
+            const fileRecord: FileRecord = {
+                filePath,
+                addedTime: Date.now(),
+                retries: 0
+            };
+
+            // 设置计时器
+            const timer = setTimeout(() => {
+                this.cleanupFile(fileRecord, cleanupDelay);
+            }, cleanupDelay);
+
+            // 添加到任务队列
+            this.tasks.set(filePath, { fileRecord, timer });
+        });
+    }
+
+    /**
+     * 批量添加文件到清理队列
+     * @param filePaths 文件路径数组
+     * @param cleanupDelay 清理延迟时间(毫秒)
+     */
+    addFiles(filePaths: string[], cleanupDelay: number): void {
+        this.safeExecute(() => {
+            for (const filePath of filePaths) {
+                // 内部直接处理，不通过 safeExecute 以保证批量操作的原子性
+                if (this.tasks.has(filePath)) {
+                    // 取消已有的计时器，但不使用 cancelCleanup 方法以避免重复的安全检查
+                    const existingTask = this.tasks.get(filePath);
+                    if (existingTask) {
+                        clearTimeout(existingTask.timer);
+                    }
+                }
+
+                const fileRecord: FileRecord = {
+                    filePath,
+                    addedTime: Date.now(),
+                    retries: 0
+                };
+
+                const timer = setTimeout(() => {
+                    this.cleanupFile(fileRecord, cleanupDelay);
+                }, cleanupDelay);
+
+                this.tasks.set(filePath, { fileRecord, timer });
+            }
+        });
+    }
+
+    /**
+     * 清理文件
+     * @param record 文件记录
+     * @param delay 延迟时间，用于重试
+     */
+    private cleanupFile(record: FileRecord, delay: number): void {
+        this.safeExecute(() => {
+            // 首先检查文件是否存在，不存在则视为清理成功
+            if (!this.fileExists(record.filePath)) {
+                //console.log(`文件已不存在，跳过清理: ${record.filePath}`);
+                this.tasks.delete(record.filePath);
+                return;
+            }
+
+            try {
+                // 尝试删除文件
+                fs.unlinkSync(record.filePath);
+                // 删除成功，从队列中移除任务
+                this.tasks.delete(record.filePath);
+            } catch (error) {
+                const err = error as NodeJS.ErrnoException;
+
+                // 明确处理文件不存在的情况
+                if (err.code === 'ENOENT') {
+                    //console.log(`文件在删除时不存在，视为清理成功: ${record.filePath}`);
+                    this.tasks.delete(record.filePath);
+                    return;
+                }
+
+                // 文件没有访问权限等情况
+                if (err.code === 'EACCES' || err.code === 'EPERM') {
+                    //console.error(`没有权限删除文件: ${record.filePath}`, err);
+                }
+
+                // 其他删除失败情况，考虑重试
+                if (record.retries < this.MAX_RETRIES - 1) {
+                    // 还有重试机会，增加重试次数
+                    record.retries++;
+                    //console.log(`清理文件失败，将重试(${record.retries}/${this.MAX_RETRIES}): ${record.filePath}`);
+
+                    // 设置相同的延迟时间再次尝试
+                    const timer = setTimeout(() => {
+                        this.cleanupFile(record, delay);
+                    }, delay);
+
+                    // 更新任务
+                    this.tasks.set(record.filePath, { fileRecord: record, timer });
+                } else {
+                    // 已达到最大重试次数，从队列中移除任务
+                    this.tasks.delete(record.filePath);
+                    //console.error(`清理文件失败，已达最大重试次数(${this.MAX_RETRIES}): ${record.filePath}`, error);
+                }
+            }
+        });
+    }
+
+    /**
+     * 取消文件的清理任务
+     * @param filePath 文件路径
+     * @returns 是否成功取消
+     */
+    cancelCleanup(filePath: string): boolean {
+        let cancelled = false;
+        this.safeExecute(() => {
+            const task = this.tasks.get(filePath);
+            if (task) {
+                clearTimeout(task.timer);
+                this.tasks.delete(filePath);
+                cancelled = true;
+            }
+        });
+        return cancelled;
+    }
+
+    /**
+     * 获取队列中的文件数量
+     * @returns 文件数量
+     */
+    getQueueSize(): number {
+        return this.tasks.size;
+    }
+
+    /**
+     * 获取所有待清理的文件
+     * @returns 文件路径数组
+     */
+    getPendingFiles(): string[] {
+        return Array.from(this.tasks.keys());
+    }
+
+    /**
+     * 清空所有清理任务
+     */
+    clearAll(): void {
+        this.safeExecute(() => {
+            // 取消所有定时器
+            for (const task of this.tasks.values()) {
+                clearTimeout(task.timer);
+            }
+            this.tasks.clear();
+            //console.log('已清空所有清理任务');
+        });
+    }
+}
+
+export const cleanTaskQueue = new CleanupQueue();
\ No newline at end of file
diff --git a/src/onebot/api/msg.ts b/src/onebot/api/msg.ts
index 73519ff1..595c1736 100644
--- a/src/onebot/api/msg.ts
+++ b/src/onebot/api/msg.ts
@@ -34,7 +34,7 @@ import { EventType } from '@/onebot/event/OneBotEvent';
 import { encodeCQCode } from '@/onebot/helper/cqcode';
 import { uriToLocalFile } from '@/common/file';
 import { RequestUtil } from '@/common/request';
-import fsPromise, { constants } from 'node:fs/promises';
+import fsPromise from 'node:fs/promises';
 import { OB11FriendAddNoticeEvent } from '@/onebot/event/notice/OB11FriendAddNoticeEvent';
 import { ForwardMsgBuilder } from '@/common/forward-msg-builder';
 import { NapProtoMsg } from '@napneko/nap-proto-core';
@@ -45,6 +45,7 @@ import { OB11GroupAdminNoticeEvent } from '../event/notice/OB11GroupAdminNoticeE
 import { GroupChange, GroupChangeInfo, GroupInvite, PushMsgBody } from '@/core/packet/transformer/proto';
 import { OB11GroupRequestEvent } from '../event/request/OB11GroupRequest';
 import { LRUCache } from '@/common/lru-cache';
+import { cleanTaskQueue } from '@/common/clean-task';
 
 type RawToOb11Converters = {
     [Key in keyof MessageElement as Key extends `${string}Element` ? Key : never]: (
@@ -970,7 +971,7 @@ export class OneBotMsgApi {
         });
 
         const timeout = 10000 + (totalSize / 1024 / 256 * 1000);
-
+        cleanTaskQueue.addFiles(deleteAfterSentFiles, timeout);
         try {
             const returnMsg = await this.core.apis.MsgApi.sendMsg(peer, sendElements, timeout);
             if (!returnMsg) throw new Error('发送消息失败');
@@ -983,18 +984,18 @@ export class OneBotMsgApi {
         } catch (error) {
             throw new Error((error as Error).message);
         } finally {
-            setTimeout(async () => {
-                const deletePromises = deleteAfterSentFiles.map(async file => {
-                    try {
-                        if (await fsPromise.access(file, constants.W_OK).then(() => true).catch(() => false)) {
-                            await fsPromise.unlink(file);
-                        }
-                    } catch (e) {
-                        this.core.context.logger.logError('发送消息删除文件失败', e);
-                    }
-                });
-                await Promise.all(deletePromises);
-            }, 60000);
+            // setTimeout(async () => {
+            //     const deletePromises = deleteAfterSentFiles.map(async file => {
+            //         try {
+            //             if (await fsPromise.access(file, constants.W_OK).then(() => true).catch(() => false)) {
+            //                 await fsPromise.unlink(file);
+            //             }
+            //         } catch (e) {
+            //             this.core.context.logger.logError('发送消息删除文件失败', e);
+            //         }
+            //     });
+            //     await Promise.all(deletePromises);
+            // }, 60000);
         }
     }