US4391945A
Expired / Lapsed
US
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Chelate resin prepared by reacting butane-1,2,3,4-tetra-carboxylic acid or anhydride with polyethylene polyamine
Assignee: MITSI TOATSU INORGANIC CHEMICALS Inc
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Filing: 1981-04-07
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Granted: 1983-07-05
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Expires: 2001-04-07
Abstract
Abstract The present invention relates to an amphoteric resin obtained by condensation of polyethylenepolyamine and butane-1,2,3,4-tetra-carboxylic acid. The present invention can provide several forms of amphoteric resins such as linear structure, somewhat cross-linked water insoluble and water swellable structure and water insoluble and cross-linked structure, since the resin contains in its repeating units an imino group, a carboxylic radical and an amido group. The resin can form a chelate with several kinds of metal ions. Furthermore, the resin can also be modified by introducing several kinds of functional groups to bestow upon the resin particular chelating ability. Therefore the invention can provide novel resins, which have a strong chelating faculty and are suitably used for removing and recovering agents of heavy metals and noble metals.
Inventors
- 👤 Fujio Mashio
- 👤 Shuji Kitamura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 18:55
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/02; C08G73/028; C22; C22B; C22B3/00; C22B3/20; C22B3/42; Y; Y02; Y02P; Y02P10/00; Y02P10/20
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
62 words
A resin having the formula (I): ##STR15## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR16##
Claim 2
Dependent Claim
62 words
A resin having the formula (I): ##STR15## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR16##
Claim 3
Dependent Claim
29 words
A resin obtained by heat-treating the resin having the formula (I) according to claim (1) at a temperature of 130° C. to 160° C. for 0.5 to 3 hours.
Claim 4
Dependent Claim
83 words
A process for preparing a resin having the formula (I): ##STR17## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR18## which comprises reacting butane-1,2,3,4-tetra-carboxylic acid or anhydride thereof with polyethylenepolyamine in the absence of presence of solvent.
Claim 5
Dependent Claim
83 words
A process for preparing a resin having the formula (I): ##STR17## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR18## which comprises reacting butane-1,2,3,4-tetra-carboxylic acid or anhydride thereof with polyethylenepolyamine in the absence of presence of solvent.
Claim 6
Dependent Claim
20 words
A process according to claim 3, wherein the reaction is carried out at a temperature of 100° to 140° C.
Claim 7
Dependent Claim
17 words
A process according to claim 3, wherein substantially equi-molar amounts of butane-1,2,3,4-tetra-carboxylic acid and polyethylenepolyamine are reacted.
Claim 8
Dependent Claim
21 words
A process according to claim 5, wherein the mol ratio of butane-1,2,3,4-tetra-carboxylic acid to polyethylenepolyamine is about 0.9 to about 1.1.
Claim 9
Dependent Claim
19 words
A process according to claim 3, wherein the reaction is carried out for about 0.5 to about 8 hours.
Claim 10
Dependent Claim
29 words
A process according to claim 3, wherein the polyethylenepolyamine is an amine selected from the group consisting of ethylenediamine, diethylenetriamine, triethylenetetraamine, tetraethylenepentamine, pentaethylenehexamine and hexaethyleneoctamine and a mixture thereof.
Claim 11
Dependent Claim
25 words
A process according to claim 3, wherein the polyethylenepolyamine is a distillation product of the bottom obtained in the course of the production of ethylenediamine.
Claim 12
Dependent Claim
15 words
A process according to claim 3, wherein the reaction is carried out in anhydrous state.
Claim 13
Dependent Claim
25 words
A process according to claim 3, wherein the reaction is carried out in the presence of a small amount of water in a paste state.
Claim 14
Dependent Claim
16 words
A process according to claim 3, wherein the reaction is carried out in an organic solvent.
Claim 15
Dependent Claim
20 words
A process according to claim 12, wherein the solvent is selected from the group consisting of dimethylformamide, cresol and dimethylsulfoxide.
Claim 16
Dependent Claim
12 words
A process according to claim 3, wherein butane-1,2,3,4-tetra-carboxylic acid anhydride is mono-anhydride.
Claim 17
Dependent Claim
12 words
A process according to claim 3, wherein butane-1,2,3,4-carboxylic acid anhydride is dianhydride.
Claim 18
Dependent Claim
31 words
A process for preparing a resin which comprises heat-treating the resin prepared according to claim 3 at a temperature of about 130° to 160° C. for about 0.5 to 3 hours.
Claim 19
Dependent Claim
29 words
A process according to claim 16, wherein the heat-treatment is carried out succeeding to the process according to claim 4 without isolating the resin prepared according to claim 4.
Claim 20
Dependent Claim
15 words
A process according to claim 16, wherein the reaction is carried out in anhydrous state.
Claim 21
Dependent Claim
25 words
A process according to claim 16, wherein the reaction is carried out in the presence of a small amount of water in a paste state.
Claim 22
Dependent Claim
17 words
A process according to claim 16, wherein the reaction is carried out in the presence of solvent.
Claim 23
Dependent Claim
20 words
A process according to claim 12, wherein the solvent is selected from the group consisting of dimethylformamide, cresol and dimethylsulfoxide.
Claim 24
Dependent Claim
23 words
A heavy metal capturing and noble metal recovering agent which comprises the resin according to claim 1 or 2 as a main component.
Claim 25
Dependent Claim
24 words
A heavy metal capturing and noble metal recovering agent according to claim 22, wherein the agent is in the form of an aqueous solution.
Claim 26
Dependent Claim
23 words
A heavy metal capturing and noble metal recovering agent according to claim 22, wherein the agent is in the form of a powder.
Claim 27
Dependent Claim
113 words
A heavy metal removing and noble metal recovering agent according to claim 22, wherein the recovered and removed ion is selected from the group consisting of Ag + , Hg + , Hg 2+ , Zn 2+ , Cd 2+ , Al 3+ , Co 2+ , Ni 2+ , Cu 2+ , Ag 2+ , Au 3+ , Pd 2+ , Pt 2+ , Ti 4+ , V 3+ , V 4+ , Cr 3+ , Fe 2+ , Fe 3+ , Co 3+ , Pd 4+ , Pt 4+ , Sn 2+ , SN 4+ , Pb 2+ , Pb 4+ , Mo 4+ , W 4+ and U 4+ .
Claim 28
Dependent Claim
73 words
A resin having the formula (III): ##STR19## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR20## Y signifies H or ##STR21## Z signifies H atom, carboxy lower alkyl group, dithiocarbamate radical or lower alkyl group, provided that Z is not hydrogen atom in all of its occurrences.
Claim 29
Dependent Claim
73 words
A resin having the formula (III): ##STR19## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR20## Y signifies H or ##STR21## Z signifies H atom, carboxy lower alkyl group, dithiocarbamate radical or lower alkyl group, provided that Z is not hydrogen atom in all of its occurrences.
Claim 30
Dependent Claim
153 words
A process for preparing a resin having the formula (III): ##STR22## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR23## Y signifies H or ##STR24## Z signifies H atom, carboxy lower alkyl group, provided that Z is not hydrogen atom in all of its occurences, which comprises reacting a resin having the formula (I): ##STR25## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR26## with monochloro-lower alkyl-carboxylic acid in water or organic solvent in the presence of hydrogen chloride removing agent.
Claim 31
Dependent Claim
153 words
A process for preparing a resin having the formula (III): ##STR22## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR23## Y signifies H or ##STR24## Z signifies H atom, carboxy lower alkyl group, provided that Z is not hydrogen atom in all of its occurences, which comprises reacting a resin having the formula (I): ##STR25## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR26## with monochloro-lower alkyl-carboxylic acid in water or organic solvent in the presence of hydrogen chloride removing agent.
Claim 32
Dependent Claim
14 words
A process according to claim 27, wherein the monochloro-lower alkyl-carboxylic acid is monochloroacetic acid.
Claim 33
Dependent Claim
124 words
A process for preparing the resin having the formula (III): ##STR27## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR28## Y signifies H or ##STR29## Z signifies H atom or dithiocarbamate group, provided that Z is not hydrogen atom in all of its occurrences, which comprises reacting a resin having the formula (I): ##STR30## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, with carbondisulfide in an aqueous solution of sodium hydroxide.
Claim 34
Dependent Claim
124 words
A process for preparing the resin having the formula (III): ##STR27## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR28## Y signifies H or ##STR29## Z signifies H atom or dithiocarbamate group, provided that Z is not hydrogen atom in all of its occurrences, which comprises reacting a resin having the formula (I): ##STR30## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, with carbondisulfide in an aqueous solution of sodium hydroxide.
Claim 35
Dependent Claim
146 words
A process for preparing a resin having the formula (III): ##STR31## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR32## Y signifies H or ##STR33## Z signifies H atom, lower alkyl group, provided that Z is not hydrogen atom in all of its occurrences, which comprises reacting a resin having the formula (I): ##STR34## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR35## with di-lower alkyl-sulfate in water in the presence of acid-removing agent.
Claim 36
Dependent Claim
146 words
A process for preparing a resin having the formula (III): ##STR31## wherein, m signifies an integer of 2 to 6 or a mixture having an average value of 4 to 5, n signifies a mixture having an average value of 4 to 10, X' signifies ##STR32## Y signifies H or ##STR33## Z signifies H atom, lower alkyl group, provided that Z is not hydrogen atom in all of its occurrences, which comprises reacting a resin having the formula (I): ##STR34## wherein, m stands for an integer of 2 to 6 or for a mixture having an average value of 4 to 5, n stands for a mixture having an average value of 4 to 10, X stands for --OH or --NH--CH 2 CH 2 ) m NH 2 , and Y signifies H or ##STR35## with di-lower alkyl-sulfate in water in the presence of acid-removing agent.
Claim 37
Dependent Claim
13 words
A process according to claim 30, wherein the acid-removing agent is sodium hydroxide.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-07-04 | 1987-01-03 | 1987-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-07-04 | 1991-01-03 | 1991-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-07-04 | 1995-01-03 | 1995-07-05 | $7700.00 | Window Closed / Lapsed |