Document:

<PAGE>   1
                                                                    EXHIBIT 4.16

                              TRADEMARK ASSIGNMENT

         WHEREAS, Tidel Engineering, Inc., a Delaware corporation, has an office
and principal place of business at 2310 McDaniel Drive, Carrollton, Texas 75006
(herein "Assignor"), and has adopted and is using the marks described on
attached Exhibit A.

         WHEREAS, Tidel Engineering, L.P., a Delaware limited partnership, has
an office and principal place of business at 2310 McDaniel Drive, Carrollton,
Texas 75006 (herein "Assignee") and desires, pursuant to a merger of the
Assignor with and into the Assignee, to acquire the Assignor's entire right,
title and interest in and to the marks described on attached Exhibit A.

         NOW, THEREFORE, for good and valuable consideration, the receipt and
adequacy of which are acknowledged, the Assignor assigns to the Assignee,
effective as of March 31, 1999, pursuant to and in connection with the merger of
the Assignor into the Assignee as of March 31, 1999, the Assignor's entire
right, title and interest in and to the marks described on Exhibit A, attached
together with the good will of the business associated with such marks.

                                        TIDEL ENGINEERING, INC.

                                        By:
                                           ------------------------------------
                                           Mark K. Levenick, President

THE STATE OF TEXAS

COUNTY OF DALLAS

         BEFORE ME, ___________________ on this day personally appeared MARK K.
LEVINICK, known to me or proved to me on the oath of MARK K. LEVENICK or through
______________ (description or identity card or other documents) to be the
person whose name is subscribed to the foregoing instrument and acknowledged to
me that he executed the same for the purposes and consideration therein
expressed.

         GIVEN UNDER MY HAND AND SEAL OF OFFICE this ____ day of April A.D.,
1999.

                                        ---------------------------------------
                                        Notary Public, State of Texas

My Commission Expires:
                                        ---------------------------------------
                                        Typed/Printed Name of Notary

                                       1
<PAGE>   2

                                   EXHIBIT "A"

                             TRADEMARK REGISTRATIONS

<TABLE>
<CAPTION>
         Registration No.                      Registration Date                        Title
         ----------------                      -----------------                        -----

<S>                                            <C>                                    <C>
             1150280                                4/07/81                           TIDEL Systems
</TABLE>

                             TRADEMARK APPLICATIONS

<TABLE>
<CAPTION>
         Application No.                       Application Date                         Title
         ---------------                       ----------------                         -----

<S>                                            <C>                                 <C>
                                                   1/26/99                         Stylized Tidel Swish
            -----------
</TABLE>

                               TRADEMARK LICENSES

                                      NONE

                               UNREGISTERED MARKS

TACC
TACC II
TACC-II"Ci"
TACC-II "Cii"
TACC-II "SST"
TACC-IV
GTM
Tidel Engineering
Tidel
EMS2000
EMS3000
ETM
Chameleon

                                       2<PAGE>   1
                                                                    EXHIBIT 4.17

                          TRADEMARK SECURITY AGREEMENT

         WHEREAS, Tidel Engineering, L.P., a Delaware limited partnership
("Grantor"), owns the trademarks, trademark registrations, and trademark
applications listed on Schedule 1 annexed hereto, and is a party to, or has been
assigned the rights by the party to, the trademark licenses listed on Schedule 1
annexed hereto; and

         WHEREAS, Grantor, Chase Bank of Texas, N.A., a national banking
association ("Grantee"), and Tidel Technologies, Inc., a Delaware corporation,
are parties to that certain Credit Agreement dated as of the date hereof (as
heretofore or hereafter amended, modified and in effect from time to time, the
"Loan Agreement"), providing for extensions of credit to be made by Grantor to
Grantee; and

         WHEREAS, pursuant to the terms of the Security Agreement (as defined in
the Loan Agreement), Grantor has granted to Grantee a security interest in all
of the assets of Grantor including all right, title and interest of Grantor in,
to and under all now owned and hereafter acquired trademarks, together with the
goodwill of the business symbolized by Grantor's trademarks, and all proceeds
thereof, to secure the payment of all amounts owing by Grantor under the Loan
Agreement;

         NOW, THEREFORE, for good and valuable consideration, the receipt and
sufficiency of which are hereby acknowledged, Grantor does hereby grant to
Grantee a continuing security interest in all of Grantor's right, title and
interest in, to and under the following (all of the following items or types of
property being herein collectively referred to as the "Trademark Collateral"),
whether presently existing or hereafter created or acquired:

                  (1) each trademark, trademark registration and trademark
                  application, including, without limitation, the trademarks,
                  trademark registrations (together with any renewals, reissues,
                  continuations or extensions thereof) and trademark
                  applications referred to in Schedule 1 annexed hereto, and all
                  of the goodwill of the business connected with the use of, and
                  symbolized by, each trademark, trademark registration and
                  trademark application;

                  (2) each trademark license and all of the goodwill of the
                  business connected with the use of, and symbolized by, each
                  trademark license; and

                  (3) all products and proceeds of the foregoing, including,
                  without limitation, any claim by Grantor against third parties
                  for past, present or future (a) infringement or dilution of
                  any trademark or trademark registration including, without
                  limitation, the trademarks and trademark registrations
                  referred to in Schedule 1 annexed hereto, the trademark
                  registrations issued with respect to the trademark
                  applications referred in Schedule 1 and the trademarks
                  licensed under any trademark license, or (b) injury to the
                  goodwill associated with any trademark, trademark registration
                  or trademark licensed under any trademark license.

TRADEMARK SECURITY AGREEMENT - Page 1

<PAGE>   2

This security interest is granted in conjunction with the security interests
granted to Grantee pursuant to the Loan Agreement. Grantor hereby acknowledges
and affirms that the rights and remedies of Grantee with respect to the security
interest in the Trademark Collateral made and granted hereby are more fully set
forth in the Loan Agreement, the terms and provisions of which are incorporated
by reference herein as if fully set forth herein.

         This Trademark Security Agreement is given in renewal, amendment,
replacement, and restatement in its entirety (but not in novation,
extinguishment or satisfaction) of that certain Trademark Security Agreement
dated June 12, 1997, executed by Tidel Engineering, Inc., for the benefit of
Grantee, successor-in-interest to Texas Commerce Bank National Association (the
"Prior Agreement"). To the extent of any conflict between the terms of this
Trademark Security Agreement and the terms of the Prior Agreement, the terms of
this Trademark Security Agreement shall control.

         IN WITNESS WHEREOF, Grantor has caused this Trademark Security
Agreement to be duly executed by its duly authorized officer thereunto as of the
1st day of April, 1999.

                              GRANTOR:

                              TIDEL ENGINEERING, L.P.,
                              a Delaware limited partnership

                              By: Tidel Cash Systems, Inc., its general partner

                              By:
                                  -------------------------------------
                                  Mark K. Levenick, President and Chief
                                  Executive Officer

Acknowledged, agreed and accepted as
of the date hereof:

GRANTEE:

CHASE BANK OF TEXAS, N.A.

By:
   ---------------------------------
   Joanne Bramanti,
   Vice President

TRADEMARK SECURITY AGREEMENT - Page 2

<PAGE>   3

                                 ACKNOWLEDGMENT

STATE OF TEXAS         )
                       )       ss.
COUNTY OF DALLAS       )

         On the _____ day of _______, 1999 before me personally appeared Mark K.
Levenick, to me personally known or proved to me on the basis of satisfactory
evidence to be the person described in and who executed the foregoing instrument
as the President and Chief Executive Officer of Tidel Cash Systems, Inc., the
general partner of Tidel Engineering, L.P., who being by me duly sworn, did
depose and say that he is the President and Chief Executive Officer of Tidel
Cash Systems, Inc., the corporation which executed the foregoing instrument;
that he signed the said instrument on behalf of said corporation and limited
partnership; and that he acknowledged said instrument to be the free act and
deed of said corporation.

                                      ----------------------------------------
                                                  Notary Public

         (Seal)

My commission expires:

----------------------------------------

TRADEMARK SECURITY AGREEMENT - Page 3

<PAGE>   4

                                   SCHEDULE 1
                                  TO TRADEMARK
                               SECURITY AGREEMENT

                             TRADEMARK REGISTRATIONS

                                      NONE

                             TRADEMARK APPLICATIONS

<TABLE>
<CAPTION>
Trademark No.                  Issue Date          Title                              Trademark Expires
-------------                  ----------          -----                              -----------------
<S>                            <C>                 <C>                                <C>
1.   Anycard                   5/28/92             Servicemark Application            [pending application]
     Application
     SN74-279712

2.   Stylized Tidel Swish      ___/___/98          Trademark Application              [pending application]
     SN____________
</TABLE>

                               TRADEMARK LICENSES

                                      NONE

                               UNREGISTERED MARKS

     TACC II
     TAC-II "Ci"
     TACC-II "Cii"
     TACC-II "SST"
     TACC-IV
     GTM
     Tidel Engineering
     Tidel
     EMS2000
     EMS3000
     ETM
     Chameleon

Schedule 1 - 1

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