Classifications

• • C—CHEMISTRY; METALLURGY
  • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
  • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
  • C02F1/00—Treatment of water, waste water, or sewage
  • C02F1/70—Treatment of water, waste water, or sewage by reduction
• • C—CHEMISTRY; METALLURGY
  • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
  • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
  • C02F2303/00—Specific treatment goals
  • C02F2303/18—Removal of treatment agents after treatment
  • C02F2303/185—The treatment agent being halogen or a halogenated compound

Definitions

• Japanese Patent Laid-Open No. 6-142659 (reference 2) is disclosed in Japanese Patent Laid-Open No. 2003-142659.
• Japanese Patent No. 47977 discloses a method of removing free chlorine by bringing water containing free chlorine into contact with a metal titanium or cobalt oxide support.
• the present invention has been made in view of the above-described problems of the prior art. Residual chlorine contained in water catalytically without heat treatment of water containing residual chlorine such as free chlorine and bonded chlorine. It is an object to provide a residual chlorine removing agent that can sufficiently decompose and remove water, and a treatment method for residual chlorine-containing water that can sufficiently decompose and remove residual chlorine in water by contact treatment. .
• the residual chlorine removing agent of the present invention is (A) the following general formula (1):
• N, N-disubstituted aminoalkyl (meth) acrylate polymer N, N-disubstituted aminoalkyl (meth) acrylate polymer
• R 4 is hydrogen, amino group, strong rubamoyl group, thiocarbamoyl group, amidino group, biguanide group, allylamidino group, guazinoalkylene group, and aminocarboxyalkyl group.
• Group power represents at least one species selected.
• it is at least one selected from the group force consisting of an aminoalkylated styrene 'dibulebenzene copolymer, N, N-disubstituted aminoalkylated silica gel and N, N-disubstituted aminoalkylated zeolite.
• the (A) tertiary amino compound forms a salt.
• the (B) guanidino compound includes guanidine, aminoguanidine, guaninoreurea, guaninoretiac urea, biguanide, triguanide, ararylbiguanide, alkylenediguanidine and Arginine power is a group power, preferably at least one selected.
• the (B) guanidino compound preferably forms a salt.
• the method for treating residual chlorine-containing water according to the present invention is a method in which the residual chlorine removing agent and residual chlorine-containing water are contact-treated.
• (meth) acrylate refers to acrylate or meta acrylate
• (meth) acrylamide refers to acrylamide or methacrylamide
• (meth) acrylo-tolyl Means acrylonitrile or metatac-tolyl.
• Residual chlorine means free chlorine such as chlorine existing in the form of hypochlorous acid, hypochlorite ion or dissolved chlorine, and bound chlorine such as chloramine.
• the residual chlorine remover of the present invention is
• the (A) tertiary amino compound used in the present invention is a tertiary amine described below,
• N, N-disubstituted aminoalkyl (meth) acrylamide polymers described below,
• Power group power is also at least one selected.
• the tertiary amine used in the present invention is a compound represented by the following general formula (1).
• R 1 R 2 and R 3 which may be the same or different, each have an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, and 2 carbon atoms.
• -4 alkenyl group, aralkyl group which may have a substituent, phenyl group which may have a substituent, and cyclohexyl group power represent at least one kind selected .
• the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group.
• tertiary amines examples include tertiary alkylamines such as trimethylamine, triethylamine, tripropylamine, and tributylamine.
• examples of the hydroxyalkyl group having 2 to 4 carbon atoms include a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group.
• examples of the alkenyl group having 2 to 4 carbon atoms include a vinyl group, a allyl group, a probe group, and a butyr group.
• examples of such tertiary amines include N, N-dimethylvinylamine, N, N-dimethylarylamine, N, N-dimethylisopropylamine.
• N Jetylvinylamine, N-methyldiarylamine, N-ethyldiarylamine, N-propyldiarylamine, N-butyldiarylamine, N-hydroxyethyldiamine
• examples include tertiary alkylamines such as triallylamine.
• examples of the aralkyl group which may have a substituent include a benzyl group, a methylbenzyl group, and a methoxybenzyl group.
• tertiary amines examples include tribenzylamine, N-methyldibenzylamine, N-ethyldibenzylamine, N-propyldibenzylamine, N-butyldibenzylamine, N-hydroxyethyldiamine.
• examples of the phenyl group which may have a substituent include a phenyl group, a tolyl group, a xylyl group, and a methoxyphenol group.
• examples of such tertiary amines include N, N dimethylaniline, N, N jetylaniline, N, N dipropylaniline, N, N-dibutylaniline, N, N dihydroxyethylaniline, N , N Dihydroxypropylaniline, N, N Dihydroxybutylaniline, N, N Dimethylmethylaniline, N, N Dimethylmonodimethylaniline, N, N Dimethylmonomethoxyaniline, N-methyl N hydride Examples thereof include N, N-disubstituted quinoline such as phosphorus, N-methyl-N hydroxypropylaniline, Nethyl-N-hydroxyethylaniline and N-ethyl-N-hydroxypropylaniline.
• a tertiary amine having a cyclohexyl group For example, N, N dimethylaminocyclohexane, N, N jetylaminocyclohexane, N, N dipropylaminocyclohexane, N, N-dibutylaminocyclohexane, N, N dihydroxyethylaminocyclohexane X, N, N dihydroxypropylaminocyclohexane, and N, N disubstituted aminocyclohexane such as N, N dihydroxybutylaminocyclohexane.
• R 1 and R 2 , R 2 and R 3 , or R 1 and R 3 may be bonded to each other to form a ring with the nitrogen atom.
• tertiary amines include N-methylbiperidine, N-ethylbiperidine, N-propylpiperidine, N-butylpiperidine, N-hydroxyethylpiperidine, N-hydroxypropylpiperidine, N-hydroxybutylpiperidine and the like.
• N-substituted piperidine N-methylpyrrolidine, N-ethylpyrrolidine, N-propylpyrrolidine, N-butylpyrrolidine, N-hydroxyethylpyrrolidine, N-hydroxypropylpyrrolidine, N-hydroxybutylpyrrolidine, etc .; N, N, 1-dimethylpiperazine, N, N, 1-jetylpiperazine, N, N, -dipropylpiperazine, N, N, 1-dibutylpiperazine, N, -dihydrochetylbiperazine, N, N, 1-dihydroxypropylpiperazine N, N, monodihydroxy butyl biperazi N, N disubstituted piperazines such as
• the N, N disubstituted aminoalkyl (meth) acrylate polymer used in the present invention may be a homopolymer of N, N disubstituted aminoalkyl (meth) acrylate. It may be a copolymer with another bur compound that can be copolymerized with a substituted aminoalkyl (meth) acrylate, or may be an oligomer such as a dimer or trimer.
• Examples of the alkyl of the N, N-disubstituted aminoalkyl (meth) acrylate polymer include methylene, ethylene, propylene, tetramethylene, and the like.
• substituents that can be used include a methyl group, an ethyl group, and a propyl group.
• Examples of such other polymerizable vinyl compounds that can be polymerized include N-substituted (meth) acrylamides such as (meth) acrylonitrile, (meth) acrylamide, N-methyl (meth) acrylamide, and N-ethyl (meth) acrylamide.
• Methyl (meth) acrylate, ethyl (meth) acrylate, pentyl (meth) acrylate, 2-ethyl hexyl (meth) acrylate, lauryl (meth) acrylate examples include alkyl (meth) acrylates such as stearyl (meth) acrylate; butyl ethers such as methyl butyl ether and ethyl butyl ether; and aromatic alkaryl compounds such as benzene (styrene), butyl toluene and dibutene It is done.
• N-disubstituted aminoalkyl (meth) acrylate polymer includes, for example, N, N-dimethylaminoethyl (meth) acrylate polymer, N, N-jetylaminoethyl (meth) acrylate polymer N, N-dipropylaminoethyl (meth) acrylate polymer, N, N-dibutylaminoethyl (meth) acrylate polymer, N, N-dihydroxyethylaminoethyl (meth) acrylate polymer, N, N-dihydroxypropylaminoethyl (meth) acrylate polymer, N, N-dihydroxybutylaminoethyl (meth) acrylate polymer, N, N-dimethylaminomethyl (meth) acrylate polymer, N, N-dimethylaminopropyl (meth) atalylate polymer, N, N-
• the number average molecular weight of the N-disubstituted aminoalkyl (meth) acrylate polymer should be 3,000,000 or less, preferably S, preferably 1,000,000 or less. Power is preferable to S.
• the average molecular weight of the N, N-disubstituted aminoalkyl (meth) acrylate polymer exceeds the upper limit, the residual chlorine removability tends to decrease.
• the N, N-disubstituted aminoalkyl (meth) acrylamide polymer used in the present invention may be a homopolymer of N, N-disubstituted aminoalkyl (meth) acrylamide. It may be a copolymer with another bur compound that can be copolymerized with a disubstituted aminoalkyl (meth) acrylamide, or may be an oligomer such as a dimer or trimer.
• the number-average molecular weight of the N-disubstituted aminoalkyl (meth) acrylamide polymer should be 3,000,000 or less, preferably S, and it should be 1,000,000 or less. I like it.
• the average molecular weight of the N, N-disubstituted aminoalkyl (meth) acrylamide polymer exceeds the above upper limit, the residual chlorine removability tends to decrease.
• the N, N-disubstituted aminoalkylated styrene polymer used in the present invention may be a homopolymer of N, N-disubstituted aminoalkylated styrene. It may be a copolymer with another vinyl compound that can be copolymerized with styrene styrene, or may be an oligomer such as a dimer or trimer.
• alkyl of the N, N-disubstituted aminoalkylated styrene polymer examples include methylene, ethylene, propylene, tetramethylene, and the like, and examples of the strong substituent include a methyl group, an ethyl group, a propyl group, and a butyl group.
• An alkyl group such as a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group.
• examples of such other vinyl compounds that can be polymerized include those similar to the other vinyl compounds that can be copolymerized with the N, N-disubstituted aminoalkyl (meth) acrylate.
• N, N-disubstituted aminoalkylated styrene polymers examples include N, N-dimethylaminomethylated styrene polymers, N, N-jetylaminomethylated styrene polymers, and the like.
• the N, N-disubstituted aminoalkylated silica gel used in the present invention is obtained by N, N-disubstituted aminoalkylation of silica gel.
• Examples of the alkyl of the N, N-disubstituted aminoalkylated silica gel include methylene, ethylene, propylene, tetramethylene, etc., and examples of the substituent that may be used include a methyl group, an ethyl group, a propyl group, and a butyl group.
• hydroxyalkyl groups such as an alkyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group.
• N, N-disubstituted aminoalkylated silica gel examples include N, N-dimethylaminopropylated silica gel, N, N-jetylaminopropylated silica gel, N, N -Dipropylaminopropylated silica gel, N, N-dibutylaminopropylated silica gel, N, N-dihydroxyethylaminopropylated silica gel, N, N-dihydroxypropylaminopropylated silica gel, N, N-dihydroxy Examples thereof include butylaminopropylated silica gel, N, N-dimethylaminomethylated silica gel, N, N-dimethylaminoethylated silica gel, and N, N-dimethylaminobutylated silica gel.
• the N, N-disubstituted aminoalkyl zeolite used in the present invention comprises zeolite, N,
• N-disubstituted aminoalkylated examples include methylene, ethylene, propylene, tetramethylene and the like, and examples of a powerful substituent include a methyl group, an ethyl group, a propyl group, and a butyl group.
• hydroxyalkyl groups such as an alkyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group.
• N, N-disubstituted aminoalkylated zeolite examples include N, N-dimethylaminopropylated zeolite, N, N-jetylaminopropylated zeolite, N, N Propylaminopropylated zeolite, N, N-dibutylaminopropylated zeolite, N, N-dihydroxyethylaminopropylated zeolite, N, N-dihydroxypropylaminopropylated zeolite, N, N-dihydroxybutylaminopropylated zeolite Zeolite, N, N-dimethylaminomethylated zeolite, N, N-dimethylaminoethylated zeolite, N, N-dimethylaminobutyl iodide.
• the (A) tertiary amino compound strength salt is formed.
• acids used to form salts in this way include inorganic acids such as hydrochloric acid, phosphoric acid, nitric acid, and sulfuric acid; organic acids such as formic acid, acetic acid, citrate, malic acid, and sulfamic acid; Sulphonic acid esters such as lefine sulfonic acid, alkylbenzene sulfonic acid, alkyl sulfonic acid, alkyl ether sulfonic acid and methyl tauric acid; phosphoric acid esters such as alkyl phosphoric acid and alkyl ether phosphoric acid; N-acyl amino acids It is done.
• inorganic acids and organic acids are preferable from the viewpoint that the residual chlorine removal property can be improved.
• the (A) treatment may be performed by previously forming a salt with the tertiary amino compound and these acids. Separate into liquid Add salt to form a salt in the processing solution.
• the (A) tertiary amino compound is: Tertiary alkylamine compounds, Tertiary hydroxyalkylamines, Tertiary aralkylamines, Tertiary alkylamines, N, N-disubstituted aldehydes, N, N-disubstituted aminoalkyl (meth) acrylates Bullebenzene copolymer, N, N-disubstituted aminoalkyl (meth) acrylamide 'dibulebenzene copolymer, N, N-disubstituted aminoalkylated styrene' dibulene benzene copolymer, N, N-disubstituted amino It is preferably at least one selected from the group power consisting of alkylated silica gel and N, N-disubstituted
• the (B) guanidino compound used in the present invention is a compound represented by the following general formula (2).
• R 4 represents hydrogen, amino group, strong rubamoyl group, thiocarbamoyl group, amidino group, biguanide group, arylamidino group, guazinoalkylene group, and aminocarboxyoxyalkyl.
• An example of a guadino compound having a hydrogen group is guanidine.
• Examples of the gua-dino compound having an amino group include aminoguanidine.
• examples of the gua-dino compound having a strong rubermoyl group include guanylurea.
• the (B) guazino compound strength salt is formed from the viewpoint that the removability of residual chlorine can be improved.
• the acid used for forming a salt in this way include the same acids as those used for forming a salt with the (A) tertiary amino compound described above.
• these acids inorganic acids and organic acids are preferable from the viewpoint that the residual chlorine removability can be improved.
• a treatment solution may be used in which a salt is formed in advance with the (B) guazino compound and these acids. Add each separately to form a salt in the processing solution.
• the (B) guanidino compound is guanidine.
• Aminoguanidine, guaninoreurea, guaninoretic urea, biguanide, triguanide, ararylbiguanide, alkylene diguanidine, and arginine power are preferably at least one selected.
• the method of contacting the residual chlorine removing agent and the residual chlorine-containing water in this way is not particularly limited.
• the method of adding the residual chlorine removing agent to the residual chlorine-containing water storage tank, the residual chlorine is a method of passing residual chlorine-containing water through a filter cartridge filled with a removing agent.
• the method of adding the residual chlorine removing agent to the residual chlorine-containing water storage tank is to remove residual chlorine by discontinuous point chlorination of sewage, human waste, waste water, etc., and electrolytic oxidation treatment of waste water, etc. It can be applied to wastewater treatment such as removal of residual chlorine in water and removal of residual chlorine in chlorinated water such as wastewater and human waste, and can fully decompose and remove residual chlorine contained in water catalytically. .
• the residual chlorine contained in the water can be sufficiently decomposed and removed catalytically.
• the residual chlorine removing agent may be an equivalent or less.
• the amount of residual chlorine remover added relative to the residual chlorine concentration cannot be generally specified because it varies depending on the concentration and properties of the wastewater, but is preferably in the range of 0.1 to 1 molar equivalent. Residual salt If the addition amount of the element removing agent is within the above range, it is possible to add the residual chlorine removing agent excessively, so that the cost is not increased economically, and the residual chlorine contained in the water is efficiently sufficient. The excellent effect of being able to be removed is obtained.
• the method of passing the residual chlorine-containing water through the filter cartridge or the like filled with the residual chlorine removing agent as described above includes a reverse osmosis device and an ion exchange device that are chlorinated in a pretreatment step such as coagulation filtration. It can be applied to the removal of residual chlorine in drinking water, drinking water, washing water, etc., and the residual chlorine contained in water can be sufficiently decomposed and removed catalytically.
• the pH of the residual chlorine-containing water to be treated is in the range of 3.0 to LO. 0. 4.0 to 9 A range of 0 is highly preferred. If the pH of the residual chlorine-containing water is within the above range, there is no risk of corrosion of the treatment facility, and an excellent effect that residual chlorine can be efficiently removed is obtained.
• the temperature of residual chlorine-containing water to be treated is 10 ° C or higher. If the temperature of residual chlorine-containing water is 10 ° C or higher, residual chlorine contained in water can be sufficiently decomposed and removed without heat treatment of residual chlorine-containing water.
• Treated water was obtained in the same manner as in Example 1 except that tributylamine formate was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that triethanolamine hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that N-methyldiallylamine hydrochloride was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that N-methyldiallylamine hydrochloride was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL. [0064] (Example 6)
• Treated water was obtained in the same manner as in Example 1 except that N, N-deethyla-phosphorus hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.2 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that N, N-dimethylaminocyclohexane hydrochloride was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured, it was 2.7 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that N, ''-dimethylbiperazine hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 1.5 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that guanidine hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured, it was 0.4 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that aminoguanidine hydrochloride was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the concentration of free chlorine in the obtained treated water was measured and found to be 0.4 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that guarurea phosphate was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the concentration of free chlorine in the resulting treated water was measured and found to be 0.5 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that biguanide hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured, it was 0.3 mgZL.
• Treated water was obtained in the same manner as in Example 1 except for using triquad hydrochloride instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.3 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that arrylbiguanide hydrochloride was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the concentration of free chlorine in the obtained treated water was measured and found to be 0.4 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that hexamethylenediazine hydrochloride was used in place of the residual chlorine remover tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.3 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that L-arginine hydrochloride was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.5 mgZL.
• Treated water was treated in the same manner as in Example 1 except that instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1, a mixture of tributylamine hydrochloride and guanidine hydrochloride in a molar ratio of 1: 1 was used. Got. When the free chlorine concentration in the treated water was measured, it was 0.1 mgL.
• Example 2 a dimethylaminoethyl acrylate dibutylbenzene copolymer (Amberlite (registered trademark) IRA6 7: Treated water was obtained in the same manner as in Example 1 except that Organo Co., Ltd. was used. The free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Diaion® WA1 a dimethylaminoethyl acrylamide / dibulene benzene copolymer
• Treated water was obtained in the same manner as in Example 1 except that Mitsubishi Chemical Co., Ltd. was used. The free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Example 1 Example except that dimethylaminomethyl-substituted styrene 'divinylbenzene copolymer (Amberlite (registered trademark) IRA 96SB: manufactured by Organo Corporation) was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1. Treated water was obtained in the same manner as in 1. The free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Amberlite registered trademark
• IRA 96SB manufactured by Organo Corporation
• silica gel (average particle size 5 / zm, average pore size 120 A, surface area 330 m 2 / g) was dried in a reaction vessel under reduced pressure at a temperature of 130 ° C. for 4 hours, and then (N, N-dimethylaminopro The solution was added to 200 g of a dehydrated toluene solution in which 22 g of pill) trimethoxysilane was dissolved, and stirred at a temperature of 60 ° C. for 6 hours.
• Example 1 The same procedure as in Example 1 was performed except that the N, N-dimethylaminopropylsilylated silica gel obtained above was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1. Treated water was obtained. When the free chlorine concentration in the obtained treated water was measured, it was 0.1 mg / L.
• N, N-dimethylaminoprovirsilylated zeolite was subjected to elemental analysis. As a result, N, N-dimethylaminopropyl group was found to be 1. Ommol dalaft.
• Treated water was obtained in the same manner as in Example 1 except that synthetic waste water having pH adjusted to 4.0 was used instead of synthetic waste water having pH adjusted to 7.0 in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.3 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that synthetic waste water having pH adjusted to 9.0 was used instead of synthetic waste water having pH adjusted to 7.0 in Example 1.
• the free chlorine concentration in the obtained treated water was measured and found to be 0.3 mgZL.
• dibutyl Treated water was obtained in the same manner as in Example 1 except that ammine hydrochloride was used.
• the free chlorine concentration in the obtained treated water was measured and found to be 51 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that polymonoarylamine hydrochloride (average molecular weight 5,000) was used instead of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the measured free chlorine concentration in the treated water was 44 mgZL.
• Treated water was obtained in the same manner as in Example 1 except that sodium thiosulfate was used in place of the residual chlorine removing agent tryptylamine hydrochloride used in Example 1.
• the free chlorine concentration in the obtained treated water was measured, it was 21 mgZL.
• Table 1 shows the results obtained in Examples 1 to 27 and Comparative Examples 1 to 4.
• Comparative Example 4 2 1 As is clear from the results described in Table 1 above, Examples 1 to 23 using the residual chlorine remover of the present invention are almost free chlorine with low free chlorine concentration in treated water. It was removed. In Examples 24 and 25 having different pH in the treated water, free chlorine having a low free chlorine concentration in the treated water was almost removed. Further, in Examples 26 and 27 having different treatment temperatures, free chlorine having a low free chlorine concentration in the treated water was almost removed. Therefore, by using the residual chlorine removing agent of the present invention, it is not necessary to heat treat water containing free chlorine, and it is possible to decompose and remove free chlorine contained in water catalytically. It was confirmed.
• Example 28 In place of the residual chlorine remover dimethylaminoethyl acrylate diburbenzene copolymer used in Example 28, a dimethylaminoethylacrylamide-dibulene benzene copolymer (Diaion (registered trademark) WA1: Mitsubishi Chemical Corporation) Treated water was obtained in the same manner as in Example 28 except that the product (1) was used. The free chlorine concentration in the obtained treated water was measured and found to be 0.1 mgZL.
• Example 28 In place of the residual chlorine remover dimethylaminoethyl acrylate dibutylbenzene copolymer used in Example 28, a dimethylaminomethyl-substituted styrene dibutylbenzene copolymer (Amberlite (registered trademark) IRA96SB: Organo ( Treated water was obtained in the same manner as in Example 28 except that the product manufactured by KK) was used. When the free chlorine concentration in the obtained treated water was measured, it was 0.1 mg / L.
• Example 28 instead of the residual chlorine remover dimethylaminoethyl acrylate dibutylbenzene copolymer used in Example 28, the N, N-dimethylaminopropyl silylate obtained in Example 22 was used. Treated water was obtained in the same manner as in Example 28 except that Louis silica gel was used. The free chlorine concentration in the obtained treated water was measured and found to be 0.2 mgZL.
• Example 28 instead of the residual chlorine remover dimethylaminoethyl acrylate diburbenzene copolymer used in Example 28, the N, N-dimethylaminopropyl silylated zeolite obtained in Example 23 was used. Except that, treated water was obtained in the same manner as in Example 28. The free chlorine concentration in the obtained treated water was measured and found to be 0.4 mgZL.
• Example 28 a trimethylaminoammonium chloride methylated styrene dibulene benzene copolymer (Amberlite®) Treated water was obtained in the same manner as in Example 28 except that IRA400J CL: manufactured by Organo Corporation was used. The measured free chlorine concentration in the treated water was 725 mgZL.
• Table 2 shows the results obtained in Examples 28 to 32 and Comparative Example 5.
• sodium hypochlorite was dissolved to 40 mgZL, and after adding 2 equivalents of ammonium nitrate to free chlorine, the pH was adjusted to 7.0 to obtain synthetic wastewater.
• the obtained synthetic wastewater had a combined chlorine concentration of 40 mgZL, and free chlorine was not detected.
• 250 ml of the resulting synthetic wastewater is put into a 500 ml glass beaker, and further pulverized as a residual chlorine removing agent in a mortar so that 80% or more of the total volume has a particle size of 10 to 200 ⁇ m.
• the prepared dimethylaminomethylated styrene 'dibulene benzene copolymer (Amberlite (registered trademark) IRA96SB: manufactured by Organo Co., Ltd.) was added so as to have a combined chlorine concentration of 0.5 equivalent to obtain a test wastewater. It was. Next, the obtained test wastewater was stirred using a magnetic stirrer at a rotation speed of 50 rpm and a temperature of 25 ° C. for 90 minutes to obtain treated water. When the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 2.7 mgZL, and free chlorine was not detected.
• Example 33 In place of the residual chlorine remover dimethylaminomethylated styrene'divinylbenzene copolymer used in Example 33, a dimethylaminoethyl acrylate / dibutene benzene copolymer (Amberlite (registered trademark) IRA67: Organo ( Treated water was obtained in the same manner as in Example 33 except that the product manufactured by KK) was used. When the combined chlorine concentration and free chlorine concentration in the treated water were measured, the combined chlorine concentration was 0.9 mgZL, and no free chlorine was detected.
• Residual chlorine remover dimethylaminomethylated styrene divinyl base used in Example 33 Treated water was obtained in the same manner as in Example 33, except that the silica gel obtained in Example 22 was used in place of the copolymer of N, N-dimethylaminopropylpropylene.
• the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 1.6 mgZL, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33 except that guanidine hydrochloride was used in place of the residual chlorine removing agent dimethylaminomethylated styrene'divinylbenzene copolymer used in Example 33. .
• the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 13 mgZL, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33, except that synthetic wastewater whose pH was adjusted to 5.0 was used instead of synthetic wastewater whose pH was adjusted to 7.0.
• the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 0.9 mg / L, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33, except that synthetic wastewater whose pH was adjusted to 8.0 was used instead of synthetic wastewater whose pH was adjusted to 7.0. Obtained treated water When the bound chlorine concentration and the free chlorine concentration were measured, the bound chlorine concentration was 0.9 mg / L, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33 except that the test wastewater was stirred at a temperature of 15 ° C for 5 minutes. When the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 12 mgZL, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33 except that dibutylamine hydrochloride was used in place of the residual chlorine remover dimethylaminomethylated styrene'divinylbenzene copolymer used in Example 33.
• the combined chlorine concentration and free chlorine concentration in the treated water were measured, the combined chlorine concentration was 40 mgZL, and free chlorine was not detected.
• Example 33 a trimethylaminoammonium chloride-methylated styrene / dibutenebenzene copolymer (Amberlite (registered trademark)) Treated water was obtained in the same manner as in Example 33 except that IRA400J CL: manufactured by Organo Corporation was used. When the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, the combined chlorine concentration was 28 mgZL, and free chlorine was not detected.
• Treated water was obtained in the same manner as in Example 33 except that sodium thiosulfate was used instead of the residual chlorine remover dimethylaminomethylated styrene'divinylbenzene copolymer used in Example 33.
• the combined chlorine concentration and free chlorine concentration in the treated water were measured, the combined chlorine concentration was 20 mgZL, and free chlorine was not detected.
• Example 44 a dimethylaminoethylacrylamide-dibulene benzene copolymer (Diaion (registered trademark) WA11: Mitsubishi Chemical Corporation Treated water was obtained in the same manner as in Example 44 except that the product (1) was used. When the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, it was found that neither combined chlorine nor free chlorine was detected.
• Example 44 a dimethylaminomethylated styrene.dibulene benzene copolymer (Amberlite (registered trademark) IRA96SB: Organo ( Treated water was obtained in the same manner as in Example 44 except that the product manufactured by KK) was used. When the combined chlorine concentration and free chlorine concentration in the obtained treated water were measured, it was found that neither combined chlorine nor free chlorine was detected.
• Amberlite (registered trademark) IRA96SB: Organo ( Treated water was obtained in the same manner as in Example 44 except that the product manufactured by KK) was used.
• Example 48 In place of the residual chlorine remover dimethylaminoethyl acrylate dibutylbenzene copolymer used in Example 44, the N, N-dimethylaminopropyl silylated zeolite obtained in Example 23 was used. Except that, treated water was obtained in the same manner as in Example 44. When the combined chlorine concentration and free chlorine concentration in the treated water were measured, the combined chlorine concentration was 0.1 mgZL, and free chlorine was not detected.
• Residual chlorine remover used in Example 44 Dimethylaminoethyl talylate 'Dibulene benzene copolymer was replaced with granular activated carbon (average particle diameter lmm, total pore volume 0.8 ml / g). Treated water was obtained in the same manner as in Example 44. When the bound chlorine concentration and free chlorine concentration in the treated water were measured, the bound chlorine concentration was 1.2 mgZL, and free chlorine was not detected.
• Table 4 shows the results obtained in Examples 44 to 48 and Comparative Example 9.
• Examples 44 to 48 using the residual chlorine remover of the present invention also detected free chlorine concentration with low bound chlorine concentration in the treated water.
• the bound chlorine was almost removed. Therefore, by using the residual chlorine removing agent of the present invention, it is not necessary to heat the water containing residual chlorine including bound chlorine, and the residual chlorine contained in the water is also decomposed and removed catalytically. It was confirmed that this would be possible.
• Comparative Example 9 using conventional activated carbon it was confirmed that bound chlorine remained and could be completely removed.
• residual chlorine such as free chlorine and bonded chlorine is contained. Therefore, it is possible to provide a residual chlorine removing agent that can sufficiently remove residual chlorine contained in water catalytically without subjecting the water to heat treatment.
• the residual chlorine removing agent of the present invention is useful as a technique for decomposing and removing residual chlorine contained in water.

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