CH497430A - Verfahren zur Herstellung einer wässrigen Lösung von 1,3-Dimethylol-4,5-dihydroxy-2-imidazolidinon - Google Patents
Verfahren zur Herstellung einer wässrigen Lösung von 1,3-Dimethylol-4,5-dihydroxy-2-imidazolidinonInfo
- Publication number
- CH497430A CH497430A CH546768A CH546768A CH497430A CH 497430 A CH497430 A CH 497430A CH 546768 A CH546768 A CH 546768A CH 546768 A CH546768 A CH 546768A CH 497430 A CH497430 A CH 497430A
- Authority
- CH
- Switzerland
- Prior art keywords
- dimethylol
- dihydroxy
- formaldehyde
- glyoxal
- imidazolidinone
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 22
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229940015043 glyoxal Drugs 0.000 claims abstract description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000004202 carbamide Substances 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 239000004753 textile Substances 0.000 abstract description 7
- 229920000742 Cotton Polymers 0.000 abstract description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 1
- 238000004061 bleaching Methods 0.000 abstract 1
- 238000009877 rendering Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000004744 fabric Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 230000037303 wrinkles Effects 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 2
- 229960002218 sodium chlorite Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- ZFAITYKOYYJOIJ-UHFFFAOYSA-N 3-(2,2-dihydroxyethyl)-1,1-bis(hydroxymethyl)urea Chemical compound C(O)N(C(NCC(O)O)=O)CO ZFAITYKOYYJOIJ-UHFFFAOYSA-N 0.000 description 1
- NNTWKXKLHMTGBU-UHFFFAOYSA-N 4,5-dihydroxyimidazolidin-2-one Chemical compound OC1NC(=O)NC1O NNTWKXKLHMTGBU-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- MGJKQDOBUOMPEZ-UHFFFAOYSA-N N,N'-dimethylurea Chemical compound CNC(=O)NC MGJKQDOBUOMPEZ-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000012431 aqueous reaction media Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000004855 creaseproofing Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/40—Two or more oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63084767A | 1967-04-14 | 1967-04-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH497430A true CH497430A (de) | 1970-10-15 |
Family
ID=24528804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH546768A CH497430A (de) | 1967-04-14 | 1968-04-11 | Verfahren zur Herstellung einer wässrigen Lösung von 1,3-Dimethylol-4,5-dihydroxy-2-imidazolidinon |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3487088A (enrdf_load_stackoverflow) |
| BE (1) | BE713651A (enrdf_load_stackoverflow) |
| CH (1) | CH497430A (enrdf_load_stackoverflow) |
| DE (1) | DE1770176A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1558244A (enrdf_load_stackoverflow) |
| GB (1) | GB1199687A (enrdf_load_stackoverflow) |
| NL (1) | NL6805193A (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4016335A (en) * | 1973-05-02 | 1977-04-05 | American Cyanamid Company | Urea-glyoxal-formaldehyde cellulose reactant |
| US3903033A (en) * | 1973-05-02 | 1975-09-02 | American Cyanamid Co | Urea-glyoxal-formaldehyde cellulose reactant |
| US4173645A (en) * | 1976-12-22 | 1979-11-06 | Bayer Aktiengesellschaft | Substituted 4,5-dihydroxy-imidazolidine-2-thiones and their use as ectoparasiticides |
| FR2613361B1 (fr) * | 1987-04-02 | 1989-07-21 | Hoechst France | Urees substituees, leur procede de preparation et leur application notamment dans l'ennoblissement des fibres cellulosiques |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2731472A (en) * | 1956-01-17 | Production of heterocyclic compounds | ||
| DE910475C (de) * | 1951-08-17 | 1954-05-03 | Basf Ag | Verfahren zur Herstellung stickstoffhaltiger Kondensationsprodukte |
| US2755198A (en) * | 1953-02-27 | 1956-07-17 | Monsanto Chemicals | Novel compositions and treatment of textile materials |
| US2876062A (en) * | 1953-09-03 | 1959-03-03 | Phrix Werke Ag | Process of crease-proofing cellulose fibers and fabrics by applying ureaformaldehyde-glyoxal reaction products |
| BE534387A (enrdf_load_stackoverflow) * | 1953-12-31 | |||
| US3112156A (en) * | 1960-10-07 | 1963-11-26 | Sidney L Vail | Treatment of cellulosic textile material with 1, 3-dimethyl-4, 5-dihydroxy-2-imidazolidinone |
| US3209010A (en) * | 1961-11-13 | 1965-09-28 | Gagliardi Res Corp | Polyalkylated monoureins |
-
1967
- 1967-04-14 US US630847A patent/US3487088A/en not_active Expired - Lifetime
-
1968
- 1968-04-02 FR FR1558244D patent/FR1558244A/fr not_active Expired
- 1968-04-03 GB GB16082/68A patent/GB1199687A/en not_active Expired
- 1968-04-10 DE DE19681770176 patent/DE1770176A1/de active Pending
- 1968-04-11 NL NL6805193A patent/NL6805193A/xx not_active Application Discontinuation
- 1968-04-11 CH CH546768A patent/CH497430A/de not_active IP Right Cessation
- 1968-04-12 BE BE713651D patent/BE713651A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770176A1 (de) | 1971-09-23 |
| FR1558244A (enrdf_load_stackoverflow) | 1969-02-21 |
| NL6805193A (enrdf_load_stackoverflow) | 1968-10-15 |
| GB1199687A (en) | 1970-07-22 |
| US3487088A (en) | 1969-12-30 |
| BE713651A (enrdf_load_stackoverflow) | 1968-10-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |