diff --git a/laws-modules/src/main/java/com/jero/modules/laws/documenttool/common/DirectoryComparator.java b/laws-modules/src/main/java/com/jero/modules/laws/documenttool/common/DirectoryComparator.java
new file mode 100644
index 00000000..e81b1a46
--- /dev/null
+++ b/laws-modules/src/main/java/com/jero/modules/laws/documenttool/common/DirectoryComparator.java
@@ -0,0 +1,43 @@
+package com.jero.modules.laws.documenttool.common;
+
+import java.util.Comparator;
+import java.util.Map;
+
+/**
+ * @ClassName: DirectoryComparator
+ * @Description:
+ * @Author: yjz
+ * @Date: 2023-11-03 11:24
+ * @Version: 1.0
+ **/
+public class DirectoryComparator implements Comparator<Map<String, Object>> {
+    public int compare(Map<String, Object> dir1, Map<String, Object> dir2) {
+        String sortNumber1 = (String) dir1.get("item_num");
+        String sortNumber2 = (String) dir2.get("item_num");
+
+        String[] parts1 = sortNumber1.split("\\.");
+        String[] parts2 = sortNumber2.split("\\.");
+
+        int i = 0;
+        while (i < parts1.length && i < parts2.length) {
+            int part1 = tryParseInt(parts1[i]);
+            int part2 = tryParseInt(parts2[i]);
+
+            if (part1 != part2) {
+                return part1 - part2;
+            }
+
+            i++;
+        }
+
+        return parts1.length - parts2.length;
+    }
+
+    private int tryParseInt(String str) {
+        try {
+            return Integer.parseInt(str);
+        } catch(NumberFormatException e) {
+            return str.hashCode();
+        }
+    }
+}
diff --git a/laws-modules/src/main/java/com/jero/modules/laws/documenttool/service/impl/DocumentSplitServiceImpl.java b/laws-modules/src/main/java/com/jero/modules/laws/documenttool/service/impl/DocumentSplitServiceImpl.java
index 0a00b62f..ab10ff28 100644
--- a/laws-modules/src/main/java/com/jero/modules/laws/documenttool/service/impl/DocumentSplitServiceImpl.java
+++ b/laws-modules/src/main/java/com/jero/modules/laws/documenttool/service/impl/DocumentSplitServiceImpl.java
@@ -16,6 +16,7 @@ import com.jero.common.util.UUIDUtils;
 import com.jero.common.util.ZipUtil;
 import com.jero.modules.laws.common.constant.FieldCommon;
 import com.jero.modules.laws.common.mapper.LawsCommonMapper;
+import com.jero.modules.laws.documenttool.common.DirectoryComparator;
 import com.jero.modules.laws.documenttool.common.DocumentSplitCommon;
 import com.jero.modules.laws.documenttool.entity.DocumentSplitInfo;
 import com.jero.modules.laws.documenttool.entity.LawsDocumentSplitView;
@@ -541,6 +542,8 @@ public class DocumentSplitServiceImpl implements IDocumentSplitService {
         StringBuilder strSelectCondition = new StringBuilder(selectCondition);
         // 查询数据
         List<Map<String, Object>> listMap = documentSplitMapper.queryDocumentSplitDetail(selectColumn, strSelectCondition.toString());
+        // 排序
+        listMap.sort(new DirectoryComparator());
         // 第一条数据
         Map<String, Object> firstData = listMap.get(0);
         listMap.remove(0);
@@ -572,7 +575,7 @@ public class DocumentSplitServiceImpl implements IDocumentSplitService {
         }
         List<SarFileSplitItemsValEO> sarFileSplitItemsValEOS = documentSplitMapper.queryItemsValByItemId((String) firstData.get(ID), "");
         // 第一条数据信息的最大的排序字段值
-        Optional<SarFileSplitItemsValEO> sarFileSplitItemsValEOOptional = sarFileSplitItemsValEOS.stream().sorted().findFirst();
+        Optional<SarFileSplitItemsValEO> sarFileSplitItemsValEOOptional = sarFileSplitItemsValEOS.stream().sorted(Comparator.comparing(v -> Integer.valueOf(String.valueOf(v.getDisplaySeq())))).findFirst();
         sarFileSplitItemsValEOOptional.ifPresent(v ->{
             // 排序字段
             Integer displaySeq = v.getDisplaySeq();