diff --git a/islandora_group.module b/islandora_group.module
index 4e9fb89..033ff43 100644
--- a/islandora_group.module
+++ b/islandora_group.module
@@ -66,11 +66,15 @@ function islandora_group_entity_delete(EntityInterface $entity) {
  * Implements hook_form_alter().
  */
 function islandora_group_form_alter(&$form, &$form_state, $form_id) {
-  if (str_starts_with($form_id, "group_content_group_content_type")  && str_ends_with($form_id, "_delete_form")) {
-    // When insert update.
-    $form['actions']['submit']['#submit'][] = 'form_submit_delete_relation_untagging_entity_to_group';
+  $form_object = $form_state->getFormObject();
+  if ($form_object instanceof \Drupal\Core\Entity\EntityFormInterface) {
+    $entity = $form_object->getEntity();
+    if (in_array($entity->getEntityTypeId(), ['group_relationship', 'group_content']) && $form_object->getOperation() === 'delete') {
+      $form['actions']['submit']['#submit'][] = ['\Drupal\islandora_group\Utilities', 'form_submit_delete_relation_untagging_entity_to_group'];
+    }
   }
-  elseif (in_array($form_id, ['media_access_control_form', "islandora_object_access_control_form"])) {
+
+  if (in_array($form_id, ['media_access_control_form', "islandora_object_access_control_form"])) {
     $form['#attached']['library'] = [
       'islandora_group/datatables',
     ];
@@ -112,6 +116,19 @@ function islandora_group_node_insert(NodeInterface $node) {
  */
 function islandora_group_node_update(NodeInterface $node) {
   Utilities::print_log("islandora_group_node_update");
+  // Get access control field from config.
+  $access_control_field = Utilities::getAccessControlFieldinNode($node);
+
+  // Make sure the selected access control field valid.
+  if (empty($access_control_field) || !$node->hasField($access_control_field)) {
+	return;
+  }
+
+  $node_terms = $node->get($access_control_field)->referencedEntities();
+  if (count($node_terms) ==0) {
+	Utilities::clear_group_relation_by_entity($node);
+  }  
+
   if (!Utilities::isCalledFromGroupModule()) {
     Utilities::adding_islandora_object_to_group($node);
 
@@ -149,7 +166,7 @@ function islandora_group_node_update(NodeInterface $node) {
  * Implements hook_media_insert().
  */
 function islandora_group_media_insert(MediaInterface $media) {
-  Utilities::print_log("islandora_group_media_insert");
+  Utilities::drupal_log("islandora_group_media_insert");
   // Add this node to group.
   if (!Utilities::isCalledFromGroupModule()) {
     Utilities::adding_media_only_into_group($media);
@@ -160,7 +177,7 @@ function islandora_group_media_insert(MediaInterface $media) {
  * Implements hook_media_update().
  */
 function islandora_group_media_update(MediaInterface $media) {
-  Utilities::print_log("islandora_group_media_update");
+  Utilities::drupal_log("islandora_group_media_update");
   // Add this node to group.
   if (!Utilities::isCalledFromGroupModule()) {
     Utilities::adding_media_only_into_group($media);
diff --git a/src/Utilities.php b/src/Utilities.php
index c86f0d7..25b45da 100644
--- a/src/Utilities.php
+++ b/src/Utilities.php
@@ -57,20 +57,7 @@ public static function getMedia(NodeInterface $node) {
    * @throws \Drupal\Core\Entity\EntityStorageException
    */
   public static function clear_group_relation_by_entity($entity) {
-    // Get access control field from config.
-    if ($entity->getEntityTypeId() === "node") {
-      // Get access control field from config.
-      $access_control_field = self::getAccessControlFieldinNode($entity);
-    }
-    elseif ($entity->getEntityTypeId() === "media") {
-      $access_control_field = self::getAccessControlFieldinMedia($entity);
-    }
-
-    // Check if $access_control_field exists and valid.
-    if (empty($access_control_field) || !$entity->hasField($access_control_field)) {
-      return;
-    }
-    // For each term, loop through groups-entity.
+    // Check if group relationships exist for the entity and delete them.
     foreach (GroupRelationship::loadByEntity($entity) as $group_content) {
       $group_content->delete();
     }
@@ -109,12 +96,12 @@ public static function taggingFieldAccessTermsNode($nid, $targets) {
     $node = Node::load($nid);
 
     // Clear any previous relations before adding new ones if called from the UI.
-    // 1. Clear field_access_terms in media level.
-    self::untag_existed_field_access_terms($node);
-
-    // 2. Clearing group relation with islandora object.
+    // 1. Clearing group relation with islandora object first.
     self::clear_group_relation_by_entity($node);
 
+    // 2. Clear field_access_terms.
+    self::untag_existed_field_access_terms($node);
+
     if (count($targets) > 0) {
       // Get access control field from config.
       $access_control_field = self::getAccessControlFieldinNode($node);
@@ -134,6 +121,8 @@ public static function taggingFieldAccessTermsNode($nid, $targets) {
    * @return void
    */
   public static function taggingFieldAccessTermMedia($media, $targets) {
+    // Clearing group relation with media first.
+    self::clear_group_relation_by_entity($media);
 
     self::untag_existed_field_access_terms($media);
 
@@ -414,8 +403,16 @@ public static function adding_media_of_islandora_object_to_group($node, $media)
    * @return void
    */
   public static function clear_term_in_field_access_terms($ne, $group_name) {
-    // Get access control field from config.
-    $access_control_field = self::getAccessControlFieldinNode($ne);
+    // Get access control field from config based on entity type.
+    if ($ne->getEntityTypeId() === 'node') {
+      $access_control_field = self::getAccessControlFieldinNode($ne);
+    }
+    elseif ($ne->getEntityTypeId() === 'media') {
+      $access_control_field = self::getAccessControlFieldinMedia($ne);
+    }
+    else {
+      return;
+    }
 
     // @todo search if the node->field_access_terms contain group name
     if (empty($access_control_field) || !$ne->hasField($access_control_field)) {
@@ -498,7 +495,8 @@ public static function adding_media_only_into_group(MediaInterface $media) {
     // Get field_access_terms.
     $terms = $media->get($access_control_field)->referencedEntities();
     if (empty($terms)) {
-      // No term, exit;.
+      // No term, clear all group relationship between the media and group
+ 	    self::updating_media_only_into_group($media);
       return;
     }
 
@@ -721,7 +719,7 @@ public static function form_submit_delete_relation_untagging_entity_to_group($fo
     $form_object = $form_state->getFormObject();
     if ($form_object instanceof EntityForm) {
       $entity = $form_object->getEntity();
-      if ($entity->getEntityTypeId() === 'group_content') {
+      if (in_array($entity->getEntityTypeId(), ['group_relationship', 'group_content'])) {
         $group_content = $entity;
         $group = $group_content->getGroup();
         if ($entity->getEntity()->getEntityTypeId() === "node") {