diff --git a/src/main/java/com/ai/da/controller/ThirdPartyController.java b/src/main/java/com/ai/da/controller/ThirdPartyController.java
index 2572ed5b..7132d9b2 100644
--- a/src/main/java/com/ai/da/controller/ThirdPartyController.java
+++ b/src/main/java/com/ai/da/controller/ThirdPartyController.java
@@ -42,8 +42,8 @@ public class ThirdPartyController {
     @CrossOrigin
     @ApiOperation(value = "Add user information")
     @PostMapping("/addTrialUser")
-    public Response<Boolean> addTrialUser(@RequestBody AccountTrialDTO accountTrialDTO) {
-        return Response.success(accountService.addTrialUser(accountTrialDTO));
+    public Response<Boolean> addTrialUser(@RequestBody AccountTrialDTO accountTrialDTO, HttpServletRequest request) {
+        return Response.success(accountService.addTrialUser(accountTrialDTO, request));
     }
 
     @CrossOrigin
diff --git a/src/main/java/com/ai/da/mapper/entity/TrialOrder.java b/src/main/java/com/ai/da/mapper/entity/TrialOrder.java
index 904d1a75..72183c97 100644
--- a/src/main/java/com/ai/da/mapper/entity/TrialOrder.java
+++ b/src/main/java/com/ai/da/mapper/entity/TrialOrder.java
@@ -64,4 +64,5 @@ public class TrialOrder implements Serializable {
      */
     private Integer status;
     private Integer isDeleted;
+    private String ip;
 }
diff --git a/src/main/java/com/ai/da/service/AccountService.java b/src/main/java/com/ai/da/service/AccountService.java
index 2b1f20f1..aa646554 100644
--- a/src/main/java/com/ai/da/service/AccountService.java
+++ b/src/main/java/com/ai/da/service/AccountService.java
@@ -102,7 +102,7 @@ public interface AccountService extends IService<Account> {
 
     Boolean completeGuidance();
 
-    Boolean addTrialUser(AccountTrialDTO accountTrialDTO);
+    Boolean addTrialUser(AccountTrialDTO accountTrialDTO, HttpServletRequest request);
 
     IPage<TrialOrder> trialOrderList(TrialOrderDTO trialOrderDTO);
 
diff --git a/src/main/java/com/ai/da/service/impl/AccountServiceImpl.java b/src/main/java/com/ai/da/service/impl/AccountServiceImpl.java
index 680a1047..af3247ab 100644
--- a/src/main/java/com/ai/da/service/impl/AccountServiceImpl.java
+++ b/src/main/java/com/ai/da/service/impl/AccountServiceImpl.java
@@ -468,7 +468,20 @@ public class AccountServiceImpl extends ServiceImpl<AccountMapper, Account> impl
     }
 
     @Override
-    public Boolean addTrialUser(AccountTrialDTO accountTrialDTO) {
+    public Boolean addTrialUser(AccountTrialDTO accountTrialDTO, HttpServletRequest request) {
+        // 获取用户申请试用IP
+        String ipAddress = RequestInfoUtil.getIpAddress(request);
+        // 先检测试用订单
+        QueryWrapper<TrialOrder> trialOrderQueryWrapper = new QueryWrapper<>();
+        trialOrderQueryWrapper.lambda().eq(TrialOrder::getIp, ipAddress);
+        trialOrderQueryWrapper.lambda().and(wrapper ->
+                wrapper.eq(TrialOrder::getEmail, accountTrialDTO.getEmail())
+                        .or() // OR
+                        .like(TrialOrder::getUserName, accountTrialDTO.getUserName()));
+        List<TrialOrder> trialOrders = trialOrderMapper.selectList(trialOrderQueryWrapper);
+        if (CollectionUtil.isNotEmpty(trialOrders)) {
+            throw new BusinessException("You have submitted a trial application, please wait for approval.");
+        }
         // 先检测用户名和邮箱
         QueryWrapper<Account> qw = new QueryWrapper<>();
         qw.lambda().eq(Account::getUserEmail, accountTrialDTO.getEmail())
@@ -489,6 +502,7 @@ public class AccountServiceImpl extends ServiceImpl<AccountMapper, Account> impl
         TrialOrder trialOrder = CopyUtil.copyObject(accountTrialDTO, TrialOrder.class);
         trialOrder.setCreateTime(LocalDateTime.now());
         trialOrder.setStatus(0);
+        trialOrder.setIp(ipAddress);
         trialOrderMapper.insert(trialOrder);
         SendEmailUtil.sendCustomEmail("1023316923@qq.com", null, trialOrder,1);
         SendEmailUtil.sendCustomEmail("calvinwong@aidlab.hk", null, trialOrder,1);