CA1069898A - Cyanuric acid chlorination with alkali metal hypochlorite - Google Patents

Cyanuric acid chlorination with alkali metal hypochlorite

Info

Publication number: CA1069898A
Authority: CA; Canada
Prior art keywords: alkali metal; reaction mixture; hypochlorite; cyanuric acid; sodium
Prior art date: 1976-09-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA283,413A

Other languages

English (en)

French (fr)

Inventor

Sidney Berkowitz

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

FMC Corp

Original Assignee

FMC Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-09-08

Filing date

1977-07-25

Publication date

1980-01-15

1977-07-25 Application filed by FMC Corp filed Critical FMC Corp

1980-01-15 Application granted granted Critical

1980-01-15 Publication of CA1069898A publication Critical patent/CA1069898A/en

Status Expired legal-status Critical Current

Links

229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 47
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 title claims abstract description 44
-1 alkali metal hypochlorite Chemical class 0.000 title claims abstract description 35
WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Inorganic materials Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 title claims abstract description 23
238000005660 chlorination reaction Methods 0.000 title description 5
239000011541 reaction mixture Substances 0.000 claims description 35
238000000034 method Methods 0.000 claims description 30
238000006243 chemical reaction Methods 0.000 claims description 26
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
239000002253 acid Substances 0.000 claims description 12
229910052500 inorganic mineral Inorganic materials 0.000 claims description 12
239000011707 mineral Substances 0.000 claims description 12
239000005708 Sodium hypochlorite Substances 0.000 claims description 10
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 10
CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 claims description 8
238000002156 mixing Methods 0.000 claims description 8
239000000203 mixture Substances 0.000 claims description 8
PYILKOIEIHHYGD-UHFFFAOYSA-M sodium;1,5-dichloro-4,6-dioxo-1,3,5-triazin-2-olate;dihydrate Chemical group O.O.[Na+].[O-]C1=NC(=O)N(Cl)C(=O)N1Cl PYILKOIEIHHYGD-UHFFFAOYSA-M 0.000 claims description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
238000010438 heat treatment Methods 0.000 claims description 6
238000001816 cooling Methods 0.000 claims description 5
LWXVCCOAQYNXNX-UHFFFAOYSA-N lithium hypochlorite Chemical compound [Li+].Cl[O-] LWXVCCOAQYNXNX-UHFFFAOYSA-N 0.000 claims description 4
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 3
SATVIFGJTRRDQU-UHFFFAOYSA-N potassium hypochlorite Chemical compound [K+].Cl[O-] SATVIFGJTRRDQU-UHFFFAOYSA-N 0.000 claims description 3
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
229910052744 lithium Inorganic materials 0.000 claims 1
IFIDXBCRSWOUSB-UHFFFAOYSA-N potassium;1,3-dichloro-1,3,5-triazinane-2,4,6-trione Chemical group [K+].ClN1C(=O)NC(=O)N(Cl)C1=O IFIDXBCRSWOUSB-UHFFFAOYSA-N 0.000 claims 1
150000001340 alkali metals Chemical class 0.000 abstract description 12
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 7
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
229960005076 sodium hypochlorite Drugs 0.000 description 6
239000000047 product Substances 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 4
238000005755 formation reaction Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
238000006386 neutralization reaction Methods 0.000 description 4
QEHKBHWEUPXBCW-UHFFFAOYSA-N nitrogen trichloride Chemical compound ClN(Cl)Cl QEHKBHWEUPXBCW-UHFFFAOYSA-N 0.000 description 4
230000035484 reaction time Effects 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical class ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
238000011084 recovery Methods 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
239000003513 alkali Substances 0.000 description 2
YSKUZVBSHIWEFK-UHFFFAOYSA-N ammelide Chemical compound NC1=NC(O)=NC(O)=N1 YSKUZVBSHIWEFK-UHFFFAOYSA-N 0.000 description 2
MASBWURJQFFLOO-UHFFFAOYSA-N ammeline Chemical compound NC1=NC(N)=NC(O)=N1 MASBWURJQFFLOO-UHFFFAOYSA-N 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000012535 impurity Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 description 1
ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241000212342 Sium Species 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
238000004061 bleaching Methods 0.000 description 1
238000010960 commercial process Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000007423 decrease Effects 0.000 description 1
239000003599 detergent Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
229910052738 indium Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000004900 laundering Methods 0.000 description 1
YZQBYALVHAANGI-UHFFFAOYSA-N magnesium;dihypochlorite Chemical compound [Mg+2].Cl[O-].Cl[O-] YZQBYALVHAANGI-UHFFFAOYSA-N 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
239000002245 particle Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
IFIDXBCRSWOUSB-UHFFFAOYSA-M potassium;1,5-dichloro-4,6-dioxo-1,3,5-triazin-2-olate Chemical compound [K+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O IFIDXBCRSWOUSB-UHFFFAOYSA-M 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000011012 sanitization Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000002352 surface water Substances 0.000 description 1
229950009390 symclosene Drugs 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
HWASUGAGLDBXHL-UHFFFAOYSA-K trisodium;1,3,5-triazanidacyclohexane-2,4,6-trione Chemical compound [Na+].[Na+].[Na+].[O-]C1=NC([O-])=NC([O-])=N1 HWASUGAGLDBXHL-UHFFFAOYSA-K 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/36—Only oxygen atoms having halogen atoms directly attached to ring nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Detergent Compositions (AREA)

CA283,413A 1976-09-08 1977-07-25 Cyanuric acid chlorination with alkali metal hypochlorite Expired CA1069898A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US72129576A	1976-09-08	1976-09-08

Publications (1)

Publication Number	Publication Date
CA1069898A true CA1069898A (en)	1980-01-15

Family

ID=24897370

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA283,413A Expired CA1069898A (en)	1976-09-08	1977-07-25	Cyanuric acid chlorination with alkali metal hypochlorite

Country Status (8)

Country	Link
JP (1)	JPS5334786A (it)
BE (1)	BE858437A (it)
CA (1)	CA1069898A (it)
DE (1)	DE2735025A1 (it)
FR (1)	FR2364208A1 (it)
GB (1)	GB1537935A (it)
IT (1)	IT1085158B (it)
NL (1)	NL7708688A (it)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3668204A (en) *	1970-08-21	1972-06-06	Fmc Corp	Chlorination of cyanuric acid
US3712891A (en) *	1971-07-21	1973-01-23	Fmc Corp	Chlorination of cyanuric acid
US3806507A (en) *	1972-07-20	1974-04-23	Olin Corp	Chlorocyanuric acid manufacture
US4024140A (en) *	1976-05-19	1977-05-17	Olin Corporation	Production of alkali metal salts of dichloroisocyanuric acid

1977
- 1977-07-25 CA CA283,413A patent/CA1069898A/en not_active Expired
- 1977-08-03 DE DE19772735025 patent/DE2735025A1/de not_active Withdrawn
- 1977-08-05 NL NL7708688A patent/NL7708688A/xx not_active Application Discontinuation
- 1977-08-25 IT IT2697577A patent/IT1085158B/it active
- 1977-08-26 JP JP10179277A patent/JPS5334786A/ja active Pending
- 1977-09-05 FR FR7726850A patent/FR2364208A1/fr not_active Withdrawn
- 1977-09-06 BE BE180699A patent/BE858437A/xx unknown
- 1977-09-07 GB GB3724777A patent/GB1537935A/en not_active Expired

Also Published As

Publication number	Publication date
JPS5334786A (en)	1978-03-31
FR2364208A1 (fr)	1978-04-07
BE858437A (fr)	1978-03-06
DE2735025A1 (de)	1978-03-09
NL7708688A (nl)	1978-03-10
GB1537935A (en)	1979-01-10
IT1085158B (it)	1985-05-28

Legal Events

Date	Code	Title	Description
1997-01-15	MKEX	Expiry

Publication	Publication Date	Title
US3035056A (en)	1962-05-15	Potassium dichloroisocyanurate
HU218820B (hu)	2000-12-28	Eljárás kreatin és kreatin-monohidrát előállítására
US3035057A (en)	1962-05-15	Dichloroisocyanurate process and products
US4196289A (en)	1980-04-01	Process for producing triallyl isocyanurate
US3846424A (en)	1974-11-05	Recovery of chlorine and cyanuric acid values from polychloroisocyanuric acid and salts thereof
CA1069898A (en)	1980-01-15	Cyanuric acid chlorination with alkali metal hypochlorite
US3712891A (en)	1973-01-23	Chlorination of cyanuric acid
US3835134A (en)	1974-09-10	Polychloroisocyanuric acids prepared from a monoalkali metal cyanurate
US4208519A (en)	1980-06-17	Cyanuric acid chlorination with alkali metal hypochlorite
US3835135A (en)	1974-09-10	Polychloroisocyanuric acids prepared from a monoalkali metal cyanurate
US4278794A (en)	1981-07-14	Process for preparing pure cyanuric acid
US4663387A (en)	1987-05-05	Utilization of melamine waste effluent
US4233444A (en)	1980-11-11	Continuous process for the production of monoalkali metal cyanurates
US3988336A (en)	1976-10-26	Preparation of dihaloisocyanuric acid salts
US3810892A (en)	1974-05-14	Trichloroisocyanuric acid manufacture
US4103088A (en)	1978-07-25	Formation of crystalline [(mono-trichloro) tetra-(monopotassium dichloro)]p
US4007182A (en)	1977-02-08	Process for producing trichloroisocyanuric acid from selected symmetrical triazines
US3397203A (en)	1968-08-13	Methods of producing chlorocyanuric acids
CA1078383A (en)	1980-05-27	Formation of crystalline ((mono-trichloro) tetra-(mono-potassium dichloro)) pentaisocyanurate
CA1074315A (en)	1980-03-25	Oxidative hydrolysis of amino substituted triazines
US4122268A (en)	1978-10-24	Tetrachloroammelide and process for making same
US3806507A (en)	1974-04-23	Chlorocyanuric acid manufacture
Gero et al.	1989	Halogenation of 2-Hydroxynicotinic Acid
SU1004328A1 (ru)	1983-03-15	Способ получени мононатриевой соли 4-хлорфталевой кислоты
US6133447A (en)	2000-10-17	Process for the preparation of substituted pyridines