One-pot synthesis and structural characterization of urea-isobutyraldehyde-formaldehyde resin

Yi-fu Zhang , Xing-rong Zeng

Journal of Central South University ›› 2009, Vol. 16 ›› Issue (1) : 80 -84.

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Journal of Central South University ›› 2009, Vol. 16 ›› Issue (1) : 80 -84. DOI: 10.1007/s11771-009-0013-7
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One-pot synthesis and structural characterization of urea-isobutyraldehyde-formaldehyde resin

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Abstract

Urea-isobutyraldehyde-formaldehyde (UIF) resin was synthesized from urea, isobutyraldehyde, and formaldehyde using sulfuric acid as a catalyst by one pot method. The effects of molar ratios of isobutyraldehyde to formaldehyde (n(I)/n(F)) and aldehyde to urea (n(A)/n(U)) on the yield, hydroxyl value (vs KOH) and softening point of the resin were investigated. The structure of the resin was characterized by FT-IR, 1H-NMR and 13C-NMR. The results show that when the molar ratio of urea to isobutyraldehyde to formaldehyde (n(U)/n(I)/n(F)) is 1.0/3.0/3.0, the yield UIF resin is 67.1%, and the softening point and hydroxyl value are 88 °C and 37 mg/g, respectively. The FT-IR, 1H-NMR and 13C-NMR results show that the lactam is formed by aminomethylation from urea, isobutyraldehyde, and formaldehyde.

Keywords

urea / isobutyraldehyde / formaldehyde / resin / synthesis / structural characterization

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Yi-fu Zhang, Xing-rong Zeng. One-pot synthesis and structural characterization of urea-isobutyraldehyde-formaldehyde resin. Journal of Central South University, 2009, 16(1): 80-84 DOI:10.1007/s11771-009-0013-7

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References

[1]

ATRICK G, WERNER A, PETER B, HANS-PETER B, IRIS B, PETER D, MICHAEL E, THBMAS W. Ketone-aldehyde resins having low water content, high thermal stability and yellowing resistance: USA, 2005043499 [P]. 2005-02-24

[2]

KizilcanN., AkarA.. Modification of cyclohexanone-formaldehyde resins with silicone tegomers [J]. Journal of Applied Polymer Science, 2005, 98(1): 97-101

[3]

RAMESH S, LESSEK P, HARRIS P. Coating systems containing modified crosslinkers: USA, 6812297 [P]. 2004-11-02.

[4]

LingD., LingP., RenB.-ye.. Effect of methanol and butanol etherized amino resin curing agent on acrylic cathodic electrophoretic coating [J]. Material Protect, 2004, 37(9): 10-12

[5]

ZhangX.-m., GuoS.-jing.Handbook of domestic and foreign coatings resin [M], 2006, Beijing, Chemical Industry Press: 194-256

[6]

PETERSEN H, FISCHER K, KLUG H, TRIMBORM W, SCHMIDT H. Process for the manufacture of soft and hard resins of urea, formaldehyde and a CH-acidic aldehyde, and their use: USA, 4243797 [P]. 1981-01-06.

[7]

PETERSEN H, IMMEL G, WEISS W, SCHMIDT H, BUSSE G. Preparation of curable etherified aminoplast resins and of surface coating resins: USA, 4621133 [P]. 1986-11-04.

[8]

FISCHER K, PETERSEN H, KASCH H, SCHMIDT H. Urea-aldehyde polycondensates, preparation thereof and use thereof as surface coating binders: USA, 4906727 [P]. 1990-03-06.

[9]

ZENG Xing-rong, ZHANG Yi-fu, XU Ying-bin, LING Xiao-dan, LI Peng. Preparation method of urea isobutyraldehyde formaldehyde resin: China, 1817931 [P]. 2006-08-16. (in Chinese)

[10]

ZhangY.-f., ZengX.-r., ZhouA.-hua.. Synthesis and characterization of urea-isobutyraldehyde-formaldehyde terploy-condensate [J]. Polymer Materials Science and Engineering, 2007, 23(6): 73-76

[11]

PetersenH.. Syntheses of cyclic ureas by α-ureidoalkylation [J]. Synthesis, 1973, 73(5): 243-292

[12]

YangQ., FanB.-l., TangR.-ren.. Synthesis and characterization of mibolerone [J]. Journal of Central South University of Technology, 2007, 14(4): 524-527

[13]

ZhangX.-y., SunZ.-j., HuangH., LiY.-j., LanR.-h., ChenH.-qin.. Synthesis and properties of acrylate latex modified by vinyl alkoxy siloxane [J]. Journal of Central South University of Technology, 2007, 14(5): 666-672

[14]

PretschE., BuhlmannP., AffolterC.Structure determination of organic compounds tables of spectral date [M], 2000, Berlin, Springer-Verlag: 245-298

[15]

AhmadS., AshrafS. M., KumarG. S.. Studies on epoxy-butylated melamine formaldehyde-based anticorrosive coatings from a sustainable resource [J]. Progress in Organic Coatings, 2006, 56(2/3): 207-213

[16]

HeG., YanN.. 13C NMR study on structure, composition and curing behavior of phenol-urea-formaldehyde resole resins [J]. Polymer, 2004, 45(20): 6813-6822

[17]

TaylorR. E., BacherA. D., DybowskiC.. 1H NMR relaxation in urea [J]. Journal of Molecular Structure, 2007, 846(1): 147-152

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