GB726661A - Manufacture of etherified condensation products of formaldehyde with amino-1:3:5-triazines containing at least two amino-groups - Google Patents
Manufacture of etherified condensation products of formaldehyde with amino-1:3:5-triazines containing at least two amino-groupsInfo
- Publication number
- GB726661A GB726661A GB28069/51A GB2806951A GB726661A GB 726661 A GB726661 A GB 726661A GB 28069/51 A GB28069/51 A GB 28069/51A GB 2806951 A GB2806951 A GB 2806951A GB 726661 A GB726661 A GB 726661A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcohol
- etherified
- alcohols
- resins
- oil
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
- C08G12/42—Chemically modified polycondensates by etherifying
- C08G12/424—Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds
- C08G12/425—Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds based on triazines
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Lubricants (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
A polyamino - 1,3,5 - triazine/formaldehyde condensate containing per NH2-group at least one methylol group etherified with a higher monohydric alcohol containing at least 5 carbon atoms is made by re-etherifying with such an alcohol an aminotriazine/formaldehyde condensate containing per NH2-group at least one methylol group etherified with a lower monohydric alcohol containing at most 4 carbon atoms; the p re-etherification is conducted at an elevated temperature under practically anhydrous conditions until at least one mol. of the lower alcohol per NH2-group is split off and substantially removed from the reaction mixture. The catalyst is also eliminated from the mixture, e.g. by distillation or neutralization, followed by filtration to remove precipitating salt. Re-etherification is normally performed at 100-160 DEG C., if desired under slightly reduced pressure and at the end of the reaction excess higher alcohol is removed, e.g. by washing or extraction with a solvent or by distillation, if desired under reduced pressure. Specified amino triazines are melamine, N-phenyl melamine, benzoguanamine, acetoguanamine, ammeline and 2,4 - diamino - 6 - chloro - 1,3,5 - triazine. Specified higher alcohols are myricyl, ceryl, stearyl, cetyl, lauryl, octyl, hexyl, amyl, oleyl, linoleyl and linolenyl alcohol; cyclohexanol, methyl-cyclohexanol, benzyl alcohol, abietinol, terpineol, menthol, borneol, phenylethyl alcohol, cinnamyl alcohol and furfuryl alcohol; alcohols obtained by reducing oxidized paraffin wax fatty acid; alcohols obtained by synthesis from carbon monoxide and hydrogen, alcohols obtained by reducing drying, semi-drying or non-drying oils with sodium and alcohol, suitable oils being linseed, soya bean, hemp, poppy seed, wood, dehydrogenated castor, cotton seed, coconut, cod liver, whale, menhaden, sperm and shark liver oil; alcohols obtainable from tall oil; and mixtures of fatty acid alcohols and abietinol. Specified acid catalysts are hydrochloric, sulphuric, phosphoric, hypophosphorous, phthalic, maleic, chloracetic and formic acid; and Friedel-Crafts catalysts. The products may be used as binding agents, e.g. for salves or waxes and those prepared from higher unsaturated alcohols may be used for lacquers after the addition of a drier. They are soluble in esters, ketones, higher alcohols and aromatic and aliphatic hydrocarbons and are compatible with fatty oils, styrenated oils, colophony, copals, colophony - phenol resins, phenol - aldehyde resins, alkyd resins derived from maleic acid, urea and aminotriazine resins, vinyl resins and resins containing epoxide groups. In examples (1) and (3)-(6), a methoxy methyl melamine is re-etherified with stearyl alcohol, linoleyl alcohol, soya bean alcohol, abietinol or a mixture of linoleyl alcohol and abietinol; (2) a butoxy methyl melamine is re-etherified with stearyl alcohol; (7) and (8) a methoxy methyl acetoguanamine or methoxy methyl benzoguanamine is re-etherified with linoleyl alcohol; (9) a methoxy methyl melamine is re-etherified with amyl alcohol, sec.-octanol, furfuryl alcohol, benzyl alcohol, lauryl alcohol, an alcohol obtained by reducing dehydrated castor oil, wood oil alcohol, methyl cyclohexanol, stearyl alcohol, linoleyl alcohol, poppy seed oil alcohol or hemp oil alcohol.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH726661X | 1950-12-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB726661A true GB726661A (en) | 1955-03-23 |
Family
ID=4531999
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB28069/51A Expired GB726661A (en) | 1950-12-04 | 1951-11-29 | Manufacture of etherified condensation products of formaldehyde with amino-1:3:5-triazines containing at least two amino-groups |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB726661A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4281091A (en) * | 1979-12-19 | 1981-07-28 | Monsanto Company | Unsaturated melamine condensates |
US4280938A (en) | 1979-12-19 | 1981-07-28 | Monsanto Company | High solids air-drying coating compositions |
US4307001A (en) | 1980-06-09 | 1981-12-22 | Monsanto Company | High solids coating compositions |
-
1951
- 1951-11-29 GB GB28069/51A patent/GB726661A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4281091A (en) * | 1979-12-19 | 1981-07-28 | Monsanto Company | Unsaturated melamine condensates |
US4280938A (en) | 1979-12-19 | 1981-07-28 | Monsanto Company | High solids air-drying coating compositions |
US4307001A (en) | 1980-06-09 | 1981-12-22 | Monsanto Company | High solids coating compositions |
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