Hibernate doesn't update entity with either merge or update

Ars :

I have User and UserRole class. I want to delete a role from User and update it.

this is my deleteRole method:

public void deleteRole(String username, String role) {
     User user = userDao.findByUserName(username);
            Set<UserRole> userRoles = user.getUserRole();
            for (UserRole tempRole: userRoles) {
                if (tempRole.getRole().equals(role)){
                    userRoles.remove(tempRole);
                }
            }
            user.setUserRole(userRoles);
      updateUser(user);
}

here is my updateUser method:

 public void update(User user) {
       sessionFactory.getCurrentSession().merge(user);
    }

I tried the update, merge, saveOrUpdate but nothing changes. I still have all the same roles.

user entity

@Entity
@Table(name = "USERS")
public class User {
    @Id
    @Column(name = "USERNAME", nullable = false, unique = true)
    private String username;

@Column(name = "PASSWORD", nullable = false)
private String password;

@Transient
private String confirmPassword;

@Column(name = "ENABLED", nullable = false)
private boolean enabled = true;

@OneToMany(cascade = CascadeType.ALL, mappedBy = "user", fetch = FetchType.EAGER)
private Set<UserRole> userRole = new HashSet<>();

here is the userRole entity

@Entity
@Table(name = "USER_ROLES", uniqueConstraints = @UniqueConstraint(
        columnNames = { "ROLE", "USERNAME" }))
public class UserRole {

    @Id
    @GeneratedValue(strategy = IDENTITY)
    @Column(name = "user_role_id",
            unique = true, nullable = false)
    private Integer userRoleId;

    @Column(name = "ROLE")
    private String role;

    @ManyToOne(fetch = FetchType.EAGER)
    @JoinColumn(name = "USERNAME")
    private User user;

UPDATE When i remove role from user and merge it and then try to get userByUsername from base it shows that this user doesn't have this role, but when i try to open my html page with users it appears again in list.

Alon Gadot :

Elaborating on my comment before - I think you've defined UserRole as the owner of the relationship (the one not annotated with the mappedBy attribute!), therefore setting the user at UserRole rather than setting UserRole at User might solve it. Try setting the user member for the required userRole rather than the other way around.

    public void deleteRole(String username, String role) {
    User user = userDao.findByUserName(username);
    Set<UserRole> userRoles = user.getUserRole();
    for (UserRole tempRole: userRoles) {
        if (tempRole.getRole().equals(role)){
            tempRole.setUser(null);
            sessionFactory.getCurrentSession().merge(tempRole);
        }
    }
}