Metal ion control agents based on dicyclopentadiene derivatives

• US 4,575,454 A
• Filed: 05/21/1984
• Issued: 03/11/1986
• Est. Priority Date: 04/18/1983
• Status: Expired due to Term

• Current Assignee: The Dow Chemical Company (Dow, Inc.)
• Original Assignee: The Dow Chemical Company (Dow, Inc.)
• Inventors: Wilson, David A.
• Primary Examiner(s): Straub, Gary P.
• Application Number:
  US06/612,109
• Time in Patent Office: 659 Days
• Field of Search: 423/659, 423/DIG. 14, 423/139, 423/157, 423/658.5, 75/101 BE, 210/687, 210/688, 210/698, 210/699, 210/700, 260/502 E, 260/503, 562/499, 252/180
• US Class Current: 423/139
• CPC Class Codes: C02F 5/12 containing nitrogen C02F5/14 takes precedence
• CPC Class Codes: C02F 5/14 containing phosphorus
• CPC Class Codes: C07F 9/3817 Acids containing the structure (RX)2P(=X)-alk-N...P (X = O, S, Se)
• CPC Class Codes: Y10S 423/14 Ion exchange; chelation or liquid/liquid ion extraction

Abstract

New compounds have been prepared from dicyclopentadiene bis(methylamine) which have the following formula ##STR1## wherein substituents A, B, X and Y each are independently selected from radicals including hydrogen, hydroxyalkyl (wherein the alkyl group contains 2-6 carbon atoms) phosphonic, sulfonic, hydroxyethyl- and hydroxypropylsulfonic, methylenephosphonic methylene-, ethylene- and propylenesulfonic, alkylcarboxylic acid radicals (having 2-4 carbon atoms) and the alkali or alkaline earth metal, ammonia and amine salts of any of the phosphonic, sulfonic or carboxylic acid derivatives. At least one of the substituents must be other than a hydrogen. These compounds are useful chelating agents and those containing the methylenephosphonic substituents are good threshold agents.

Claims

1. A process for inhibiting the precipitation of alkaline earth metal ions from their aqueous solutions which comprises adding to said solutions in less than stoichiometric amounts, based on the metal ions present, a compound of the formula ##STR10## wherein substituents A, B, X and Y are each independently selected from radicals including hydrogen, hydroxyalkyl (wherein the alkyl group contains 2-6 carbon atoms) phosphonic, sulfonic, hydroxyethyl- and hydroxypropylsulfonic methylenephosphonic, methylene-, ethylene- and propylenesulfonic, alkylcarboxylic acid radicals (having 2-4 carbon atoms) and the alkali or alkaline earth metal, ammonia and amine salts thereof and wherein at least one of said substituents is a methylenephosphonic acid radical or a salt thereof.

2. The process of claim 1 wherein the substituent salt of the methylenephosphonic acid radical is an alkali metal salt.

3. The process of claim 1 wherein the substituent salt of the methylenephosphonic acid is an amine salt.

4. The process of claim 1 wherein the substituent salt of the methylenephosphonic acid is an alkaline earth metal salt.

5. The process of claim 4 wherein the alkaline earth metal is magnesium, calcium or barium.

6. The process of claim 1 wherein the substituent salt of the methylenephosphonic acid is an ammonium salt.

7. A process for chelating metal ions in an aqueous solution thereof which comprises adding thereto at least a stoichiometric amount based on the metal ions present, of a compound, having the following formula ##STR11## wherein substituents A, B, X and Y each are independently selected from radicals including hydrogen, hydroxyalkyl (wherein the alkyl group contains 2-6 carbon atoms) phosphonic, sulfonic, hydroxyethyl- and hydroxypropylsulfonic, methylenephosphonic, methylene-, ethylene- and propylenesulfonic, alkylcarboxylic acid radicals (having 2-4 carbon atoms) and the alkali or alkaline earth metal, ammonia and amine salts thereof and wherein at least one A, B, X and Y is other than hydrogen.

8. The process of claim 7 wherein A, B, X and Y are each methylenephosphonic acid radicals.

9. The process of claim 8 wherein the acid radicals are in a salt form.