Butylated amino-formaldehyde

An MF resin, Kauramin CE 5549, was proposed as a consolidant for waterlogged wood and lacquerwork (Hoffmann and Wittkopper, 1999) as a replacement for Arigal C and Lyofix DML (Haas, 1969 Grattan and Clarke, 1987). The pre-polymer is applied as a solution in water. It was cured in solution using an added catalyst and heat. Butylated amino-formaldehyde resins were used as coatings, especially for ceramics (Chinaglaze) (Tennent, 1983). The resin solution is mixed with an acid catalyst before apphcation. Chinaglaze was a UF resin modified by the addition of an alkyd (phthalic acid polyester), which yellows badly. 

Urea-formaldehyde resin, butylated alkyd-amino stoving resin, vehicle finishes Melamine-formaldehyde resin, butylated amino resin modifier Dl andlamlde, DIethylenetrlamlne antiTncnistation agent Maleic acld/acryllc acid copolymer, Maleic anhydride/methyl vinyl ether copolymer, sodium salt... 

Synthesis of isomeric chiral protected (63 )-6-amino-hexahydro-2,7-dioxopyrazolo[l,2- ]pyrazole-l-carboxylic acid 280 is shown in Scheme 36. Crude vinyl phosphonate 275, obtained by treatment of diethyl allyloxycarbonylmethyl-phosphonate with acetic anhydride and tetramethyl diaminomethane as a formaldehyde equivalent, was used in the Michael addition to chiral 4-(f-butoxycarbonylamino)pyrazolidin-3-one 272. The Michael addition is run in dichloro-methane followed by addition of f-butyl oxalyl chloride and 2 equiv of Huning s base in the same pot to provide 276 in 58% yield. The allyl ester is deprotected using palladium catalysis to give the corresponding acid 277, which is... 

Under appropriate conditions activated thiazoles are alkylated at the 5-position 2-amino 4-methylthiazole is alkylated in the 5-position by heating with /-butyl alcohol in sulfuric acid (24). Under similar conditions 4-methyl-2-phenylthiazole is alkylated by cyclohexanol. 2-Acetylamino-4-methylthiazole reacts with dimethylamine and formaldehyde to afford the corresponding Mannich base (25). 2-Hydroxy-4-methyIthiazole fails to react when submitted to Friedel-Crafts benzoylation conditions whereas it reacts normally in Gatter-mann and in Reimer-Tiemann formylation reactions yielding the 5-formyl derivative (26). 2,4-Dimethylthiazole undergoes perfluoroalkylation when heated at 200 °C for 8 h in a sealed tube with perfluoropropyl iodide and sodium acetate (27). 

A A -Dialkylarylamines react under classical conditions at C-4 if that position is unsubstituted. For example, A. )V-dimethylaniline reacts with formaldehyde and dimethylamine to afford 4-)V, A -dimethyl-amino-A, Af-dimethylbenzylamine in 82% yield (equation 20). Under acidic conditions fragmentation of the initial product can occur, leading to the formation of diarylmethanes. In the reaction of A A -dimethy-laniline with formaldehyde and pyrrolidine the best yield of the Mannich base (44%) is obtained in the presence of 1.5 mol equiv. of acetic acid with 4.0 mol equiv. the yield is only 7%. The reaction of N-methylenemorpholinium chloride with 4-A -morpholinylmethyl-)V,A -dimethylaniline results in the introduction of a second A -morpholinylmethyl residue at the 2-position, but with other iminium chlorides quaternary salts are formed by reaction with the nitrogen of the 4-dialkylaminomethyl group. There is dso a brief report of the use of the mixed A. Af-dialkylmethyleneiminium salt, A -f-butyl-A -methyl-methyleneiminium perchlorate, with A. Af-dimethylaniline. °... 

The first amino resins used in coatings were partially butylated, polymeric urea-formaldehyde (UF) resins introduced in the late 1920s. Melamine-formaldehyde (MF) resins followed in 1935. In 1960 a range of fully alkylated, predominantly... 

Typical polymeric, partially alkylated amino resins are butylated or isobutylated condensates with an average degree of polymerization between 3 and 8 and a combined formaldehyde content of 1.4-1.8 per amino group [2.147]-[2.149]. The hydroxymethyl (methylol) groups are partially alkylated (degree of alkylation 40-80%). 

A -Salicyloyl)amino-1,2,4-triazole exhibits a remarkably high rate of crosslinking in an alkylphenol-formaldehyde resin crosslinking for butyl rubber or ENB-type EPDM. 

Definition Amino resin reaction prod, of butylated urea and formaldehyde... 

Urea-formaldehyde resin, butylated alkyd-amino stoving resins, domestic equipment... 

U.S. methanol production in 1993 amounted to 4 8 Mt, but demand possibly exceeded 8 Mt, the difference being met by imports. The increased production of MTBE (methyl /-butyl ether, see section 12.9.3) appears to have consumed some 4Mt of methanol, compared with l 45Mt for formaldehyde (1-3 Mt, 100% bases) and possibly 0 7-0 8Mt for the carbonylation routes to acetic acid anhydride. (Amino-, phenolic- and polyacetal-resins accounted for 27%, 22% and 12% of formaldehyde use respectively, and C4 diols about 12%.)... 

The primary amino groups of melamine react with formaldehyde as do those in urea, but with a difference. Both hydrogen atoms may be converted to methylol groups, making a maximum of six for the molecule. If melamine, formaldehyde and butanol are reacted together under acid conditions, a butylated MF resin can be obtained ... 

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