DE2453037B2 - Verfahren zur verhinderung von steinbildenden ablagerungen mittels saurer monophosphorsaeureester von hydroxyalkylharnstoffen - Google Patents
Verfahren zur verhinderung von steinbildenden ablagerungen mittels saurer monophosphorsaeureester von hydroxyalkylharnstoffenInfo
- Publication number
- DE2453037B2 DE2453037B2 DE19742453037 DE2453037A DE2453037B2 DE 2453037 B2 DE2453037 B2 DE 2453037B2 DE 19742453037 DE19742453037 DE 19742453037 DE 2453037 A DE2453037 A DE 2453037A DE 2453037 B2 DE2453037 B2 DE 2453037B2
- Authority
- DE
- Germany
- Prior art keywords
- urea
- acid esters
- mol
- water
- monophosphoric
- Prior art date
- 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.)
- Granted
Links
- 239000002253 acid Substances 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title description 5
- 239000004202 carbamide Substances 0.000 title description 4
- 230000002265 prevention Effects 0.000 title 1
- 150000002148 esters Chemical class 0.000 claims description 16
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 9
- 235000013877 carbamide Nutrition 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- -1 dihydroxyalkyl ureas Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- DZHMRSPXDUUJER-UHFFFAOYSA-N [amino(hydroxy)methylidene]azanium;dihydrogen phosphate Chemical compound NC(N)=O.OP(O)(O)=O DZHMRSPXDUUJER-UHFFFAOYSA-N 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 11
- 239000007795 chemical reaction product Substances 0.000 description 9
- 238000001816 cooling Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000000865 phosphorylative effect Effects 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- BQMXKMPREFOYHS-UHFFFAOYSA-N 1,1-bis(2-hydroxyethyl)urea Chemical compound OCCN(C(=O)N)CCO BQMXKMPREFOYHS-UHFFFAOYSA-N 0.000 description 2
- CDKJRDWXEROWDG-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethylurea Chemical compound NC(=O)NCCOCCO CDKJRDWXEROWDG-UHFFFAOYSA-N 0.000 description 2
- 150000001414 amino alcohols Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 230000026731 phosphorylation Effects 0.000 description 2
- 238000006366 phosphorylation reaction Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- ZGLXBKOIZOVYND-UHFFFAOYSA-N 1,1-bis(2-hydroxypropyl)urea Chemical compound CC(O)CN(C(N)=O)CC(C)O ZGLXBKOIZOVYND-UHFFFAOYSA-N 0.000 description 1
- UBZFJRDOTBGVAY-UHFFFAOYSA-N 1,3-bis(2-hydroxypropyl)urea Chemical compound CC(O)CNC(=O)NCC(C)O UBZFJRDOTBGVAY-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- IWJFGRNIFIABLP-UHFFFAOYSA-N 2,3-dihydroxypropylurea Chemical compound NC(=O)NCC(O)CO IWJFGRNIFIABLP-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- CLAHOZSYMRNIPY-UHFFFAOYSA-N 2-hydroxyethylurea Chemical compound NC(=O)NCCO CLAHOZSYMRNIPY-UHFFFAOYSA-N 0.000 description 1
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 description 1
- DNPHEDNKXRMPAX-UHFFFAOYSA-N 3-hydroxypropylurea Chemical compound NC(=O)NCCCO DNPHEDNKXRMPAX-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
- C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
- C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
- C02F5/14—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742453037 DE2453037B2 (de) | 1974-11-08 | 1974-11-08 | Verfahren zur verhinderung von steinbildenden ablagerungen mittels saurer monophosphorsaeureester von hydroxyalkylharnstoffen |
| ES441640A ES441640A1 (es) | 1974-11-08 | 1975-10-09 | Procedimiento para evitar sedimentaciones petrificantes en soluciones por medio de esteres acidos de acido fosforico. |
| GB45562/75A GB1489960A (en) | 1974-11-08 | 1975-10-31 | Substituted urea phosphate ester derivatives and their use for the inhibition of stone-forming deposits in aqueous systems |
| CH1432675A CH596097A5 (en, 2012) | 1974-11-08 | 1975-11-05 | |
| FR7533753A FR2290505A1 (fr) | 1974-11-08 | 1975-11-05 | Esters monophosphoriques d'hydroxyalkyl-urees, et leur utilisation comme antitartres |
| AT844075A AT339220B (de) | 1974-11-08 | 1975-11-06 | Verfahren zur verhinderung von steinbildenden ablagerungen |
| NL7513090A NL7513090A (nl) | 1974-11-08 | 1975-11-07 | Werkwijze ter voorkoming van steenvormende afzet- tingen. |
| US05/629,755 US4041110A (en) | 1974-11-08 | 1975-11-07 | Monophosphoric acid esters of hydroxy alkyl urea compounds |
| BE161701A BE835377A (fr) | 1974-11-08 | 1975-11-07 | Monophosphates d'hydroxyalkylurees et leur utilisation pour eliminer des sediments pierreux |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742453037 DE2453037B2 (de) | 1974-11-08 | 1974-11-08 | Verfahren zur verhinderung von steinbildenden ablagerungen mittels saurer monophosphorsaeureester von hydroxyalkylharnstoffen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2453037A1 DE2453037A1 (de) | 1976-05-13 |
| DE2453037B2 true DE2453037B2 (de) | 1976-11-11 |
Family
ID=5930357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742453037 Granted DE2453037B2 (de) | 1974-11-08 | 1974-11-08 | Verfahren zur verhinderung von steinbildenden ablagerungen mittels saurer monophosphorsaeureester von hydroxyalkylharnstoffen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4041110A (en, 2012) |
| AT (1) | AT339220B (en, 2012) |
| BE (1) | BE835377A (en, 2012) |
| CH (1) | CH596097A5 (en, 2012) |
| DE (1) | DE2453037B2 (en, 2012) |
| ES (1) | ES441640A1 (en, 2012) |
| FR (1) | FR2290505A1 (en, 2012) |
| GB (1) | GB1489960A (en, 2012) |
| NL (1) | NL7513090A (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4585848A (en) * | 1981-04-09 | 1986-04-29 | Evans Edwin R | Fluorosilicone rubber composition, process and polymer |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2609360A (en) * | 1950-04-25 | 1952-09-02 | George C Daul | Process of reacting polyvinylalcohol with urea phosphate |
| US3636142A (en) * | 1968-04-04 | 1972-01-18 | Exxon Research Engineering Co | Triorthophosphate esters of ethoxylated triols |
| US3644205A (en) * | 1970-07-10 | 1972-02-22 | Exxon Research Engineering Co | Inhibition of aqueous systems from deposition of scale |
-
1974
- 1974-11-08 DE DE19742453037 patent/DE2453037B2/de active Granted
-
1975
- 1975-10-09 ES ES441640A patent/ES441640A1/es not_active Expired
- 1975-10-31 GB GB45562/75A patent/GB1489960A/en not_active Expired
- 1975-11-05 CH CH1432675A patent/CH596097A5/xx not_active IP Right Cessation
- 1975-11-05 FR FR7533753A patent/FR2290505A1/fr active Granted
- 1975-11-06 AT AT844075A patent/AT339220B/de not_active IP Right Cessation
- 1975-11-07 BE BE161701A patent/BE835377A/xx unknown
- 1975-11-07 NL NL7513090A patent/NL7513090A/xx not_active Application Discontinuation
- 1975-11-07 US US05/629,755 patent/US4041110A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BE835377A (fr) | 1976-03-01 |
| FR2290505B3 (en, 2012) | 1979-09-21 |
| FR2290505A1 (fr) | 1976-06-04 |
| NL7513090A (nl) | 1976-05-11 |
| AT339220B (de) | 1977-10-10 |
| GB1489960A (en) | 1977-10-26 |
| DE2453037A1 (de) | 1976-05-13 |
| US4041110A (en) | 1977-08-09 |
| ES441640A1 (es) | 1977-04-01 |
| ATA844075A (de) | 1977-01-15 |
| CH596097A5 (en, 2012) | 1978-02-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |