diff --git a/web/src/main/java/com/ibeetl/jlw/service/TeacherOpenCourseKnowledgePointRelationService.java b/web/src/main/java/com/ibeetl/jlw/service/TeacherOpenCourseKnowledgePointRelationService.java
index fe66ef6b..ac591a2e 100644
--- a/web/src/main/java/com/ibeetl/jlw/service/TeacherOpenCourseKnowledgePointRelationService.java
+++ b/web/src/main/java/com/ibeetl/jlw/service/TeacherOpenCourseKnowledgePointRelationService.java
@@ -137,29 +137,51 @@ public class TeacherOpenCourseKnowledgePointRelationService extends CoreBaseServ
         String teacherOpenCourseKnowledgePointIdPlural = Objects.isNull(pointRelationQuery.getTeacherOpenCourseKnowledgePointIdPlural()) ? "" : pointRelationQuery.getTeacherOpenCourseKnowledgePointIdPlural();
         String[] knowledgePointIdPlural = teacherOpenCourseKnowledgePointIdPlural.split(",");
 
+        //先解绑
+        List<TeacherOpenCourseKnowledgePointRelation> pointRelationList = sqlManager.lambdaQuery(TeacherOpenCourseKnowledgePointRelation.class)
+                .andEq(TeacherOpenCourseKnowledgePointRelation::getBussinessId, pointRelationQuery.getBussinessId())
+                .andEq(TeacherOpenCourseKnowledgePointRelation::getDelFlag, 0)
+                .andEq(TeacherOpenCourseKnowledgePointRelation::getOrgId, pointRelationQuery.getOrgId())
+                .andEq(TeacherOpenCourseKnowledgePointRelation::getUserId, pointRelationQuery.getUserId())
+                .select();
 
+        pointRelationList.stream().filter(item -> {
+            boolean b = true;
+            for (String s : knowledgePointIdPlural) {
+                if (Objects.equals(s, item.getTeacherOpenCourseKnowledgePointId().toString())) {
+                    b = false;
+                    break;
+                }
+            }
+            return b;
+        }).collect(Collectors.toList()).forEach(item ->{
+            sqlManager.lambdaQuery(TeacherOpenCourseKnowledgePointRelation.class)
+                    .andEq(TeacherOpenCourseKnowledgePointRelation::getTeacherOpenCourseKnowledgeRelationId,item.getTeacherOpenCourseKnowledgeRelationId())
+                    .delete();
+        });
+
+
+        //绑定、修改
         for (String s : knowledgePointIdPlural) {
             TeacherOpenCourseKnowledgePointRelation single = sqlManager.lambdaQuery(TeacherOpenCourseKnowledgePointRelation.class)
                     .andEq(TeacherOpenCourseKnowledgePointRelation::getTeacherOpenCourseKnowledgePointId, Long.valueOf(s))
-                    .andEq(TeacherOpenCourseKnowledgePointRelation::getBussinessId, pointRelationQuery.getBussinessId())
                     .andEq(TeacherOpenCourseKnowledgePointRelation::getDelFlag, 0)
                     .andEq(TeacherOpenCourseKnowledgePointRelation::getOrgId, pointRelationQuery.getOrgId())
                     .andEq(TeacherOpenCourseKnowledgePointRelation::getUserId, pointRelationQuery.getUserId())
                     .single();
 
             TeacherOpenCourseKnowledgePointRelation relation = new TeacherOpenCourseKnowledgePointRelation();
+            relation.setBussinessId(pointRelationQuery.getBussinessId());
+            relation.setBussinessType(pointRelationQuery.getBussinessType());
+            relation.setCreateTime(new Date());
 
             if (Objects.isNull(single)) {
                 relation.setTeacherOpenCourseKnowledgePointId(Long.parseLong(s));
-                relation.setBussinessId(pointRelationQuery.getBussinessId());
-                relation.setBussinessType(pointRelationQuery.getBussinessType());
-                relation.setCreateTime(new Date());
+
                 relation.setOrgId(pointRelationQuery.getOrgId());
                 relation.setUserId(pointRelationQuery.getUserId());
-                relation.setDelFlag(0);
                 sqlManager.lambdaQuery(TeacherOpenCourseKnowledgePointRelation.class).insert(relation);
             } else {
-                relation.setDelFlag(1);
                 sqlManager.lambdaQuery(TeacherOpenCourseKnowledgePointRelation.class)
                         .andEq(TeacherOpenCourseKnowledgePointRelation::getTeacherOpenCourseKnowledgeRelationId, single.getTeacherOpenCourseKnowledgeRelationId())
                         .updateSelective(relation);