GB1092497A - New hexahydropyrimidone derivatives and a method of finishing textile material - Google Patents
New hexahydropyrimidone derivatives and a method of finishing textile materialInfo
- Publication number
- GB1092497A GB1092497A GB34918/66A GB3491866A GB1092497A GB 1092497 A GB1092497 A GB 1092497A GB 34918/66 A GB34918/66 A GB 34918/66A GB 3491866 A GB3491866 A GB 3491866A GB 1092497 A GB1092497 A GB 1092497A
- Authority
- GB
- United Kingdom
- Prior art keywords
- denote
- alkyl
- textile material
- finishing agent
- hexahydropyrimidone
- 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.)
- Expired
Links
- 239000004753 textile Substances 0.000 title abstract 4
- 239000000463 material Substances 0.000 title abstract 3
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical class OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 239000003377 acid catalyst Substances 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 abstract 1
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 235000011167 hydrochloric acid Nutrition 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine 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 directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Coloring (AREA)
Abstract
Novel compounds of the formula <FORM:1092497/C2/1> wherein R1, R2 and R5 denote H, C1- 8 alkyl, allyl or C1- 8 hydroxyalkyl or alkoxyalkyl in which the hydroxyl or alkoxy group is separated from the oxygen atom Dy at least 2 carbon atoms and R3, R4 and R6 denote H or C1- 5 alkyl are produced by reacting a 4-hydroxy or alkoxy hexahydropyrimidone-2 with twice the molar amount of formaldehyde in an aqueous medium at a pH of above 9 and a temperature of 0 to 100 DEG C., and optionally reacting the product with a monoalcohol, a dialcohol or a monoalkylether of the latter, in the presence of an acid catalyst with or without a solvent or diluent. Preferred compounds have R1, R2 and R6 as H, and R3 and R4 as methyl and R5 as H or CH3. The products may be used for treating textiles.ALSO:A finishing agent for textile material which consists of or contains natural or regenerated cellulose comprises a compound of the formula <FORM:1092497/D1-D2/1> wherein R1, R2 and R5 denote H, C1-8 alkyl, allyl, or C1-8 hydroxyalkyl or alkoxyalkyl in which the hydroxy or alkoxy group is separated from the oxygen atom by at least two carbon atoms, and R2, R4 and R6 denote H or C1-5 alkyl. The finishing agent is preferably used in aqueous solution together with an acid catalyst, and may be reacted with the textile material to form acetal bonds when wet or when wholly or partly dried, either immediately or after storage in the impregnated but unreacted condition. The finishing agent may be used together with known substances, e.g. dispersions of polymers such as a copolymer of n-butyl acrylate or an ethyloxylated polyamide. Exemplified acid catalysts are oxalic, maleic, monochloroacetic and hydrochloric acids, used together with MgCl2, NH4Cl or Zr(NO3)2.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0083286 | 1965-08-17 | ||
| DEB0083321 | 1965-08-18 | ||
| DEB0087183 | 1966-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1092497A true GB1092497A (en) | 1967-11-29 |
Family
ID=27209323
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB34918/66A Expired GB1092497A (en) | 1965-08-17 | 1966-08-04 | New hexahydropyrimidone derivatives and a method of finishing textile material |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US3502672A (en) |
| BE (1) | BE685623A (en) |
| CH (2) | CH476150A (en) |
| DE (3) | DE1545610A1 (en) |
| GB (1) | GB1092497A (en) |
| NL (2) | NL6611583A (en) |
| SE (1) | SE330874B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4315790A (en) | 1979-03-07 | 1982-02-16 | Decor Innovations Limited | Decoration of flexible substrates |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3755228A (en) * | 1971-04-20 | 1973-08-28 | Celanese Corp | Etherified crotonylidenediurea resins in emulsion textile printpastes |
| DE2639754C3 (en) * | 1976-09-03 | 1980-07-24 | Chemische Fabrik Pfersee Gmbh, 8900 Augsburg | Process for the production of curable condensation products and their use |
| DE2830997A1 (en) * | 1978-07-14 | 1980-01-31 | Basf Ag | HEXAHYDROPYRIMIDYL-4-AETHER AND A METHOD FOR PRODUCING HEXAHYDROPYRIMIDYL-4-AETHER |
| US4295847A (en) | 1980-01-25 | 1981-10-20 | Basf Aktiengesellschaft | Finishing process for textiles |
| US4625029A (en) * | 1983-07-14 | 1986-11-25 | Sun Chemical Corporation | Novel cyclic ureas |
| DE3425131A1 (en) * | 1984-07-07 | 1986-01-16 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING curable etherified aminoplast resins and their use |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2370839A (en) * | 1942-11-02 | 1945-03-06 | Du Pont | Condensation products and processes for their production |
| US2950553A (en) * | 1957-01-16 | 1960-08-30 | Rohm & Haas | Method of producing wrinkle resistant garments and other manufactured articles of cotton-containing fabrics |
| GB931559A (en) * | 1958-10-31 | 1963-07-17 | Sun Chemical Corp | Creaseproofing of cellulosic materials |
-
0
- NL NL137114D patent/NL137114B/xx unknown
- CH CH1071265D patent/CH1071265D/xx unknown
-
1965
- 1965-08-17 DE DE19651545610 patent/DE1545610A1/en active Pending
- 1965-08-18 DE DE19651469269 patent/DE1469269A1/en not_active Ceased
-
1966
- 1966-05-18 DE DE19661594907 patent/DE1594907A1/en not_active Ceased
- 1966-07-25 CH CH1071266A patent/CH476150A/en not_active IP Right Cessation
- 1966-08-04 GB GB34918/66A patent/GB1092497A/en not_active Expired
- 1966-08-05 US US570425A patent/US3502672A/en not_active Expired - Lifetime
- 1966-08-17 NL NL6611583A patent/NL6611583A/xx unknown
- 1966-08-17 SE SE11150/66A patent/SE330874B/xx unknown
- 1966-08-17 BE BE685623D patent/BE685623A/xx unknown
-
1969
- 1969-05-21 US US842060*A patent/US3518043A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4315790A (en) | 1979-03-07 | 1982-02-16 | Decor Innovations Limited | Decoration of flexible substrates |
Also Published As
| Publication number | Publication date |
|---|---|
| CH1071265D (en) | |
| US3502672A (en) | 1970-03-24 |
| US3518043A (en) | 1970-06-30 |
| DE1545610A1 (en) | 1969-08-07 |
| SE330874B (en) | 1970-12-07 |
| BE685623A (en) | 1967-02-17 |
| NL6611583A (en) | 1967-02-20 |
| CH476150A (en) | 1969-09-15 |
| DE1594907A1 (en) | 1969-04-03 |
| CH1071266A4 (en) | 1969-03-31 |
| NL137114B (en) | |
| DE1469269A1 (en) | 1968-12-19 |
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