Synthesis and structural characterization of urea-isobutyraldehyde- formaldehyde resins

Journal of Coatings Technology and Research

Volumn 6, Issue 3, 2009, Pages 337-344

  Zhang, Yi Fu ^a   Zeng, Xing Rong ^a   Ren, Bi Ye ^a  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Characterization; Formaldehyde; Isobutyraldehyde; Resin; Structure; Urea

Indexed keywords

CHARACTERIZATION; FORMALDEHYDE; METABOLISM; POTASSIUM HYDROXIDE; RESINS; STRUCTURE (COMPOSITION); UREA;

13C NMR; HYDROXYL GROUPS; HYDROXYL VALUES; ISOBUTYRALDEHYDE; MOLAR RATIO; SOFTENING POINTS; STRUCTURAL CHARACTERIZATION;

UREA FORMALDEHYDE RESINS;

EID: 68649126872     PISSN: 15470091     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11998-008-9126-4     Document Type: Article

References (32)

1. Patrick, G, Werner, A, Hans, B, Iris, B, Peter, D, Michael, E, Thomas, W, "Ketone-Aldehyde Resins, in Particular Cyclohexanone-Formaldehyde Resins, Process for Their Production and Their Use." European Patent 1,508,580, 2004
2. Patrick, G, Werner, A, Hans, B, Iris, B, Peter, D, Michael, E, Thomas, W, "Ketone-Aldehyde Resins Having Low Water Content, High Thermal Stability and Yellowing Resistance." US Patent 2,005,043,499, 2005
3. Martina, O, Werner, F, Christina, M, "Ketone-Aldehyde Resin with Wide Compatibility, Process for Its Preparation, and Composition Containing Same." US Patent 5,705,597A, 1998
4. S Ahmad SM Ashraf E Sharmin A Mohomad M Alam 2006 Synthesis, Formulation, and Characterization of Siloxane-Modified Epoxy-Based Anticorrosive Paints J. Appl. Polym. Sci. 100 6 4981 4991 10.1002/app.23295
5. S Subramani JM Lee JY Lee JH Kim 2007 Synthesis and Properties of Room Temperature Curable Trimethoxysilane-Terminated Polyurethane and Their Dispersions Polym. Adv. Technol. 18 8 601 609 10.1002/pat.860 (Pubitemid 47272439)
6. RN Singru AB Zade WB Gurnule 2008 Synthesis, Characterization, and Thermal Degradation Studies of Copolymer Resin Derived from p-Cresol, Melamine, and Formaldehyde J. Appl. Polym. Sci. 109 2 859 868 10.1002/app.28197
7. Beleck, SJ, Shores, SC, "Amino Resin Dispersion with Reduced Aldehyde Content, Process Therefore, and Paint Detackifying Process Therewith." US Patent 5,599,884, 1997
8. Takakura, M, Uehara, H, Nakayama, K, Furuya, Y, "Amino Resin Composition." US Patent 5,998,573, 1999
9. D Ling P Ling BY Ren 2004 Effect of Methanol and Butanol Etherized Amino Resin Curing Agent on Acrylic Cathodic Electrophoretic Coating Mater. Prot. (in Chinese) 37 10 12
10. Petersen, H, Fischer, K, Klug, H, Trimborn, W, "Preparation of Curable Etherified Aminoplast Resins and of Surface Coating Resins." US Patent 4,621,133, 1986
11. Fischer, K, Petersen, H, Kasch, H, Schmidt, H, "Urea-Aldehyde Polycondensates, Preparation Thereof and Use Thereof as Surface Coating Binders." US Patent 4,906,727, 1990
12. Perterson, H, "Syntheses of Cyclic Ureas by α- Ureidoalkylation." Synthesis, 1973 (5) 243-292 (1973)
13. 1H-NMR, UV-visible, and FTIR Spectral Analyses for the Conflicting Impacts of Proton Mobility and H-Bonding Association on the Mesomeric Structure in Azopyrogallol, Catechol, Resorcinol, Quinol, and Phenol Derivatives of Melamine J. Appl. Polym. Sci. 107 1 215 222 10.1002/app.27022 (Pubitemid 350221615)
14. A Kandelbauer A Despres A Pizzi 2007 Testing by Fourier Transform Infrared Species Variation During Melamine-Urea-Formaldehyde Resin Preparation J. Appl. Polym. Sci. 106 4 2192 2197 10.1002/app.26757 (Pubitemid 47549276)
15. A Klasek K Koristek A Lycka 2003 Reaction of 1-Alkyl/aryl-3-amino-1H,3H- quinoline-2,4-diones with Urea Tetrahedron 59 28 5279 5288 10.1016/S0040- 4020(03)00785-3 (Pubitemid 36929752)
16. P Juyal ON Anand 2003 Urea, Thiourea and Guanidine Derivatives as Ultifunctional Fuel Stabilizers Fuel 82 1 97 103 10.1016/S0016-2361(02)00118-7
17. Pretsch, E, Buhlmann, P, Affolter, C, Structure determination of organic compounds tables of spectral date. Springer-Verlag, Berlin Heidelberg (2000) ISBN:3540678158
18. S Miljanic L Frkanec Z Meic 2005 Photoinduced Gelation by Stilbene Oxalyl Amide Compounds Langmuir 21 7 2754 2760 10.1021/la047183d (Pubitemid 40448935)
19. D Hu Q Wan S Yang B Song 2008 Synthesis and Antiviral Activities of Amide Derivatives Containing the α-Aminophosphonate Moiety J. Agric. Food Chem. 56 3 998 1001 10.1021/jf072394k (Pubitemid 351300274)
20. K Sakai R Sakurai A Yuzawa 2003 Practical Continuous Resolution of α-Amino-caprolactam by Diastereomeric Salt Formation Using a Single Resolving Agent with a Solvent Switch Method Tetrahedron 14 23 3713 3718 10.1016/j.tetasy.2003.09.047 (Pubitemid 37456823)
21. J Dumčiūtė V Martynaitis W Holzer 2006 Synthesis and Ring Transformations of 1-Amino-1,2,3,9a-tetrahydroimidazo[1,2-a]indol-2(9H)- ones Tetrahedron 62 14 3309 3319 10.1016/j.tet.2006.01.054
22. S Ahmad SM Ashraf GS Kumar 2006 Studies on Epoxy-Butylated Melamine Formaldehyde-Based Anticorrosive Coatings from a Sustainable Resource Prog. Org. Coat. 56 2-3 207 213 10.1016/j.porgcoat.2006.05.002 (Pubitemid 44037163)
23. R Tayllor RJ Pragnell JV Mclaren 1982 Evaluation of NMR Spectroscopy for the Quantitative Characterization of Urea-Formaldehyde Resins Talanta 29 6 489 494 10.1016/0039-9140(82)80200-2
24. PE Michael JM Barbe HD Juneja 2007 Synthesis, Characterization and Thermal Degradation of 8-Hydroxyquinoline-guanidine-formaldehyde Terpolymer Eur. Polym. J. 43 12 4995 5000 10.1016/j.eurpolymj.2007.09.006 (Pubitemid 350166339)
25. S Shimazu T Uehara A Asami 2008 Highly Efficient Alcohol Oxidation Catalyzed by Palladium(II)-Alkylamine Complexes Using Atmospheric Molecular Oxygen J. Mol. Catal. A: Chem. 282 1-2 28 33 10.1016/j.molcata.2007.10.036
26. K Samanta GK Kar AK Sarkar 2008 A Generalised Route for the Synthesis of β-Furyl-α, β-Unsaturated Aldehydes Through Suzuki Reactions Tetrahedron Lett. 49 9 1461 1464 10.1016/j.tetlet.2008.01.010
27. BF Bonini E Capitò M Comes-Franchini 2006 Aziridin-2-yl Methanols as Organocatalysts in Diels-Alder Reactions and Friedel-Crafts Alkylations of N-Methyl-pyrrole and N-Methyl-indole Tetrahedron 17 22 3135 3143 10.1016/j.tetasy.2006.11.028 (Pubitemid 44969576)
28. 13C-NMR Analysis Method for Urea-Formaldehyde Resin Strength and Formaldehyde Emission J. Appl. Polym. Sci. 50 5 907 915 10.1002/app.1993.070500519
29. BC Hong HC Tsengand SH Chen 2007 Synthesis of Aromatic Aldehydes by Organocatalytic [4 + 2] and [3 + 3] Cycloaddition of α,β-Unsaturated Aldehydes Tetrahedron 63 13 2840 2850 10.1016/j.tet.2007.01.039 (Pubitemid 46274813)
30. KV Sashidhara JN Rosaiah T Narender 2007 Highly Efficient and Regioselective Synthesis of Keto-Enamine Schiff Bases of 7-Hydroxy-4-methyl-2- oxo-2H-benzo[h]chromene-8,10-dicarbaldehyde and 1-Hydroxynaphthalene-2,4- dicarbaldehyde Tetrahedron Lett. 48 10 1699 1702
31. E Minopouloua E Dessiprib GD Chryssikos 2003 Use of NIR for Structural Characterization of Urea-Formaldehyde Resins Int. J. Adhes. Adhes. 23 6 473 484 10.1016/S0143-7496(03)00089-7
32. 13C Fourier Transform NMR Spectroscopy J. Polym. Sci., Part A 16 10 2509 2525