diff --git a/src/main/java/com/supervision/chat/client/LangChainChatService.java b/src/main/java/com/supervision/chat/client/LangChainChatService.java
index bb3ce29..47849a4 100644
--- a/src/main/java/com/supervision/chat/client/LangChainChatService.java
+++ b/src/main/java/com/supervision/chat/client/LangChainChatService.java
@@ -5,10 +5,9 @@ import com.supervision.chat.client.dto.DeleteFileDTO;
 import com.supervision.chat.client.dto.LangChainChatRes;
 import org.springframework.core.io.Resource;
 import org.springframework.http.MediaType;
-import org.springframework.web.bind.annotation.PostMapping;
-import org.springframework.web.bind.annotation.RequestBody;
-import org.springframework.web.bind.annotation.RequestPart;
+import org.springframework.web.bind.annotation.*;
 import org.springframework.web.multipart.MultipartFile;
+import org.springframework.web.service.annotation.GetExchange;
 import org.springframework.web.service.annotation.HttpExchange;
 import org.springframework.web.service.annotation.PostExchange;
 
@@ -57,5 +56,8 @@ public interface LangChainChatService {
     @PostExchange(url = "delete_docs", contentType = MediaType.APPLICATION_JSON_VALUE)
     LangChainChatRes deleteFile(@RequestBody DeleteFileDTO deleteFileDTO);
 
+    @GetExchange(url = "list_files")
+    LangChainChatRes queryFileList(@RequestParam String knowledge_base_name);
+
 
 }
diff --git a/src/main/java/com/supervision/police/service/impl/NoteRecordServiceImpl.java b/src/main/java/com/supervision/police/service/impl/NoteRecordServiceImpl.java
index 17f0302..3517f48 100644
--- a/src/main/java/com/supervision/police/service/impl/NoteRecordServiceImpl.java
+++ b/src/main/java/com/supervision/police/service/impl/NoteRecordServiceImpl.java
@@ -1,5 +1,6 @@
 package com.supervision.police.service.impl;
 
+import cn.hutool.json.JSONUtil;
 import com.baomidou.mybatisplus.extension.service.impl.ServiceImpl;
 import com.supervision.chat.UploadParamEnum;
 import com.supervision.chat.client.CustomMultipartFile;
@@ -21,7 +22,9 @@ import lombok.extern.slf4j.Slf4j;
 import org.springframework.stereotype.Service;
 
 import java.io.InputStream;
+import java.util.HashSet;
 import java.util.List;
+import java.util.Set;
 
 @Slf4j
 @Service
@@ -43,45 +46,60 @@ public class NoteRecordServiceImpl extends ServiceImpl<NoteRecordMapper, NoteRec
     public void uploadFileToLangChainChat(String caseId) {
         List<NoteRecord> recordList = this.lambdaQuery().eq(NoteRecord::getCaseId, caseId).list();
         ModelCase modelCase = modelCaseService.getById(caseId);
+        if (StringUtils.isEmpty(modelCase.getCaseNo())) {
+            log.info("案件编号不能为空");
+            return;
+        }
+        // 查询知识库中已经存在的文件
+        LangChainChatRes queryFileListRes = langChainChatService.queryFileList(modelCase.getCaseNo());
+        if (!queryFileListRes.getCode().equals(200)) {
+            log.info("获取知识库已存在的文件失败");
+        }
+        HashSet<String> knowledgeFileNameSet = new HashSet<>(JSONUtil.toList((String) queryFileListRes.getData(), String.class));
+        Set<String> databaseFileNameSet = new HashSet<>();
         for (NoteRecord record : recordList) {
-            if (StringUtils.isEmpty(modelCase.getCaseNo())) {
-                throw new BusinessException("案件编号不能为空");
-            }
             for (String fileId : record.getFileIds().split(",")) {
                 MinioFile minioFile = minioService.getMinioFile(fileId);
                 InputStream inputStream = null;
-                try {
-                    inputStream = minioService.getObjectInputStream(minioFile);
-                    // 这里需要把文件传输,传输到知识库中去
-                    CustomMultipartFile mockMultipartFile = new CustomMultipartFile(minioFile.getFilename(), inputStream);
-                    LangChainChatRes langChainChatRes = langChainChatService.uploadFile(modelCase.getCaseNo(),
-                            mockMultipartFile,
-                            "问讯笔录",
-                            UploadParamEnum.to_vector_store.getBooleanValue(),
-                            UploadParamEnum.override.getBooleanValue(),
-                            UploadParamEnum.not_refresh_vs_cache.getBooleanValue(),
-                            UploadParamEnum.chunk_size.getIntValue(),
-                            UploadParamEnum.chunk_overlap.getIntValue(),
-                            UploadParamEnum.zh_title_enhance.getBooleanValue(),
-                            UploadParamEnum.docs.getStrValue());
-                    if (!langChainChatRes.getCode().equals(200)) {
-                        log.error("上传文件到知识库失败:{}", langChainChatRes.getMsg());
+                databaseFileNameSet.add(minioFile.getFilename());
+                if (!knowledgeFileNameSet.contains(minioFile.getFilename())){
+                    try {
+                        inputStream = minioService.getObjectInputStream(minioFile);
+                        // 这里需要把文件传输,传输到知识库中去
+                        CustomMultipartFile mockMultipartFile = new CustomMultipartFile(minioFile.getFilename(), inputStream);
+                        LangChainChatRes langChainChatRes = langChainChatService.uploadFile(modelCase.getCaseNo(),
+                                mockMultipartFile,
+                                "问讯笔录",
+                                UploadParamEnum.to_vector_store.getBooleanValue(),
+                                UploadParamEnum.override.getBooleanValue(),
+                                UploadParamEnum.not_refresh_vs_cache.getBooleanValue(),
+                                UploadParamEnum.chunk_size.getIntValue(),
+                                UploadParamEnum.chunk_overlap.getIntValue(),
+                                UploadParamEnum.zh_title_enhance.getBooleanValue(),
+                                UploadParamEnum.docs.getStrValue());
+                        if (!langChainChatRes.getCode().equals(200)) {
+                            log.error("上传文件到知识库失败:{}", langChainChatRes.getMsg());
+                        }else {
+                            knowledgeFileNameSet.add(minioFile.getFilename());
+                        }
+                    } catch (Exception e) {
+                        e.printStackTrace();
+                        log.error("从minio中获取文件失败:{}", e.getMessage());
+                        continue;
                     }
-                } catch (Exception e) {
-                    e.printStackTrace();
-                    log.error("从minio中获取文件失败:{}", e.getMessage());
-                    continue;
                 }
 
             }
         }
-
-        // 删除文件
-//        LangChainChatRes langChainChatRes = langChainChatService.deleteFile(DeleteFileDTO.create(noteRecord.getCaseId(), minioFile.getFilename()));
-//        if (!langChainChatRes.getCode().equals(200)) {
-//            throw new BusinessException("删除文件:" + minioFile.getFilename() + " 失败!");
-//        }
-
+        // 遍历完成,删除知识库有,数据库没有的文件
+        for (String fileName : knowledgeFileNameSet) {
+            if (!databaseFileNameSet.contains(fileName)) {
+                LangChainChatRes langChainChatRes = langChainChatService.deleteFile(DeleteFileDTO.create(modelCase.getCaseNo(), fileName));
+                if (!langChainChatRes.getCode().equals(200)) {
+                    log.error("删除文件:{} 失败!", fileName);
+                }
+            }
+        }
 
     }
 }