Abstract
Phenolic resins have played an important role in industrial advancement for over 80 years. The term phenolic is applied to those materials formed during the condensation reaction between phenol or substituted phenols and formaldehyde. Although Adolph Baeyer1 first reacted phenol and an aldehyde in 1872 to produce a resinous material, and Arthur Smith was issued the first phenolic resin patent in 1899,2 it is Leo H. Baekeland who is considered the creator of the phenolic resin industry. He published a series of papers3, 4 beginning in 1905, and established the Bakelite Company in the U.S. in 1910. This eventually became a division of the Union Carbide Company in 1939.2 Over the years many scientists have helped make phenolic resin products an integral part of modern life.
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References
Baeyer, A., Ber. 5, 25 (1872).
Barth, B. P., “Phenolic Resin Adhesives,” in “Handbook of Adhesives,” 2nd Ed., I. Skeist, Ed., New York, Van Nostrand Reinhold, 1977, Ch 23.
Baekeland, L. H., U.S. Patent 942,699 (July 13, 1907).
Baekeland, L. H., J. Ind. Eng. Chem., 1, 149(1909).
“Materials,” Modern Plastics, 62, 67 (1985); 64, 55 (1987); 65, 98 (1988).
Pacific Lutheran University, DIALOG Search, 1988.
Martin, R. W., “The Chemistry of Phenolic Resins,” New York, John Wiley and Sons, 1956.
Megson, N. J. L., “Phenolic Resin Chemistry,” London, Butterworths, 1958.
Whitehouse, A., Pritchett, E., and Barnett, G., “Phenolic Resins,” New York, Elsevier, 1968.
Knop, A., and Scheib, W., “Chemistry and Applications of Phenolic Resins,” Heidelberg and New York, Springer-Verlag, 1979.
Knop, A., and Pilato, L., “Phenolic Resins,” Berlin and New York, Springer-Verlag, 1985.
Pizzi, A., “Wood Adhesives,” New York, Marcel Dekker, Inc., 1983, Chapter 3.
Wooten, A. L., “Phenolic Resins,” in “Handbook of Thermoset Plastics,” S. H. Goodman ed., Park Ridge, NJ, Noyes, 1986.
Brode, G., “Phenolic Resins” in “Kirk-Othmer Encyclopedia of Chemical Technology,” 3rd Ed., Vol. 17, New York, Wiley-Interscience, 1981.
Kopf, P. W., “Phenolic Resins,” in “Encyclopedia of Polymer Science and Engineering,” Vol. 11, J. Kroschutz, ed., New York, Wiley-Interscience, 1988, pp. 45–95.
Meyer, B., “Urea-Formaldehyde Resins,” Reading, MA, Addison-Wesley, 1979, pp. 26–58.
Walker, J. F., “Formaldehyde,” ACS Monograph 159, 3rd Ed., New York, Reinhold Publishing Corp., 1964.
Le Botlan, D. J., Mechin, B. G., and Martin, G. J., Anal. Chem., 55, 587 (1983).
Tomita, B., Hirose, Y., J. Polym. Sci., Chem. Ed., 14, 387 (1976).
Funderburk, L. H., Aldwin, L., and Jencks, W. P., J. Am. Chem. Soc., 100 (Aug. 1978).
Woodbrey, J. C., Higginbottom, H. P., Culbertson, H. M., J. Polym. Sci. Part. A, 3, 1079 (1965).
Baekeland, L. H., J. Ind. Eng. Chem., 1, 545 (1909).
Vansheidt, A. A., Itenberg, A., and Andreeva, T., Chem. Ber., 69B, 1900 (1936); Prom. Org. Khim., 3, 385 (1937).
Tobiason, F. L., unpublished results.
Tobiason, F. L., Chandler, C., and Schwarz, F. E., Macromolecules, 5, 321 (1972).
Gardikes, J. J., and Konrad, F. M., Am. Chem. Soc. Div. Org. Coatings and Plastics, 26(I), 131 (1966).
Brode, G. L., Kopf, P. W., and Chow, S. W., Ind. Eng. Chem. Prod. Res. Dev., 21, 142 (1982).
Regina-Mazzuca, A. M., Ark, W. F., and Jones, T. R., Ind. Eng. Chem. Prod. Res. Dev., 21, 139 (1982).
Landi, V. R., Adv. Polym. Tech., 7, 209 (1987).
Finn, S. R., and Musty, J. W. G., J. Soc. Chem. Ind. (Lond.), 69, S49 (1950).
Freeman, J. H., and Lewis, C. W., J. Am. Chem. Soc., 76, 2080 (1954).
Ishida, S., Tsutsumi, Y., and Kaneko, K., J. Polym. Sci., Polym. Chem. Ed., 19, 1609 (1981).
Williams, R., Adabbo, H., Aranguren, M., Borrajo, J., and Vazquez, A., ACS Polymer Preprints, 24, 169 (1983).
Tobiason, F. L., Chandler, C., Negstad, P., and Schwarz, F. E., “Molecular Weight Characterization Resole P-F Resins,” Advances in Chemistry No. 125, Washington, D.C., American Chemical Society, 1973, p. 194.
Culbertson, H. M. (to Monsanto Co.), U.S. Patent 4,113,700 (Sept. 12, 1978).
Brode, G. L., Jones, T. R., and Chow, S. W., Chem. Tech., 6, 76 (1983).
Brode, G. L., et al., IUP AC 28th Macromolecular Symp. Proc., Univ. of Mass. Amherst, July 12, p. 211 (1982).
Harding, J. (to Union Carbide), U.S. Pat. 3,823,103 (1974).
McCarthy, N. J. (to Union Carbide), U.S. Patent 4,039,525 (1977).
Starsini, M., and Chow, S. Z., Bull. Am. Phys. Soc., 25, 322 (1980).
Tanaka, S., Netsu Kokasei Jushi, 6, 215 (1985).
Kopf, P. W., and Wagner, E. R., J. Polym. Sci., Polym. Chem. Ed., 11, 939 (1973).
Fyfe, C. A., McKinnon, M. S., Rudin, A., and Tchir, W. J., J. Polym. Sci. Polym. Letters Ed., 21, 249 (1983).
Hatfield, G. R., and Maciel, G. E., Macromolecules, 20, 608 (1987).
de Breet, A. J., Dankelman, W., Huymans, W. G., and de Wit, J., Angew. Makromol. Chemie, 62, 7 (1977).
Kim, M. G., Tiedeman, G. T., and Amos, L. W., “Carbon-13 NMR Study of Phenol-Formaldehyde Resins,” in “Phenolic Resins: Chemistry and Applications,” Tacoma, WA, Weyerhaeuser Co., 1981.
Dradi, E., Casiraghi, G., and Casnati, G., Chem. Ind., 19 (Aug. 1978).
Nakai, Y., and Yamada, F., Org. Mag. Res., 11, 607 (1978).
Carothers, J. A., Gipstein, E., Fleming, W. W., and Tompkins, T. J., Appl. Polym. Sci., 27, 3449 (1982).
Sojka, S. A., Wolfe, R. A., and Guenther, G. D., Macromolecules, 14, 1539 (1981).
Lamartine, R., Plastics and Rubber Process, and Appl., 6, 313 (1986).
Schulz, G., Gnauck, R., and Ziebarth, G., Plaste und Kautschuk, 29, 401 (1982).
Braun, D., and Arndt, J., Fresenius, Z. Anal. Chem., 294, 130 (1979).
Wellons, J. D., and Gollob, L., “Determining Molecular Weight of Phenolic Resins by Laser Light-Scattering,” in “Phenolic Resins: Chemistry and Application,” Tacoma, WA, Weyerhaeuser Co., 1981, p. 121.
Sebenik, A., J. Chromat., 160, 205 (1978).
Chow, S., and Steiner, P. R., J. Appl. Polym. Sci., 23, 1973 (1979).
Patel, R. D., Patel, R. G., and Patel, V. S., J. Appl. Polym. Sci., 34, 2583 (1987).
Katovic, Z., “Some Aspects of the Curing Processes in Phenolic Resins” in “Phenolic Resins: Chemistry and Application,” Tacoma, WA, Weyerhaeuser Co., 1981, p. 85.
Landi, V. R., Mersereau, J. M., and Dorman, S. E., Polym. Composites, 7, 152 (1986).
Christiansen, A. W., and Gollob, L., J. Appl. Polym. Sci., 30, 2279 (1985).
Young, R. H., Kopf, P. W., and Salgado, O., Tappi, 64, 127 (1981).
Tobiason, F. L., “The Dipole Moment and Chain-Configurational Properties of Novolak Phenol-Formaldehyde Resins,” in “Phenolic Resins: Chemistry and Application,” Tacoma, WA, Weyerhaeuser Co., 1981, pp. 201–211.
Tobiason, F. L., Houglum, K., Shanafelt, A., Hunter, P., Boehmer, V., ACS Polymer Preprints, 24, 181 (1983).
Jones, T. T., J. Soc. Chem. Ind. (London), 65, 264 (1946).
Manegold, E., and Petzold, W., Kolloid. -S., 94, 284 (1941).
Zimmer, W. F., “Abrasives,” in “Encyclopedia of Polymer Science and Engineering,” 2nd ed., New York, Wiley-Interscience, 1981, pp. 36–41.
Pinkstone, W. G., “Abrasives” in “Kirk-Othmer Encyclopedia of Chemical Technology,” 3rd Ed., Vol. 1, New York, Wiley-Interscience, 1978, pp. 26–52.
“Phenolic Resins as a Bonding Agent for Grinding Wheels,” Technical Bulletin 1503, Reichhold Chemicals, Inc., 1960.
Narayanan, K. S., and Hickory, E. (to Norton Co.), U.S. Patent 4,682,988 (July 28, 1987).
Hesse, W., Settelmeyer, R., and Teschner, E. (to Hoechst Aktiengesellschaft), U.S. Pat. 4,690,692 (Sept. 1, 1987).
Chemical Business, June 27, 27 (1983).
Richardson, S. H., Wertz, W. J., “Phenolic Resins for Coatings,” in “Treatise on Coatings,” Vol. 1, Part III, Meyers and Long, eds., New York, Marcel Dekker, 1972, Chapter 3.
“Durable Coatings Based on UCAR Phenolic Resins,” Technical Report, Union Carbide Corp., 1987.
Rossbacher, W., AFS Midwest Foundry Conference, South Bend, IN, Nov 1972.
“Shell Process Foundry Practice,” 2nd Ed., Des Piaines, IL, American Foundry man’s Society, 1963.
Gardikes, J. J. (to Ashland Oil, Inc.), U.S. Patent 4,590,229 (May 20, 1986).
McDonald, R. A. (to Georgia-Pacific Corporation), U.S. Patent 4,397,967 (Aug. 9, 1983).
Langer, H. J., and Dunnavant, W. R., “Foundry Resins,” in “Encyclopedia of Polymer Science and Engineering,” Vol. 7, H. Mark et al., eds., New York, Wiley-Interscience, 1987, p. 290.
“For Phenolics, New Filler Vies to Replace Asbestos,” Process Engineering News, Sept. 25, 1977.
Scott, S. W., Indust. Res. Devel., 88 (July 1983).
Parker, E. (to Turner & Newall Pic), U.S. Patent 4,656,203 (Apr. 7, 1987).
Tabe, Y., Takamoto, H., Shimada, K., and Sugita, Y. (to Teijin Ltd. and Adebono Brake Indust.), U.S. Patent 4,324,707 (Apr. 13, 1982).
Tsang, P., Coyule, J., and Rhee, S., U.S. Patent 4,617,165 (Oct. 14, 1986).
Lambla, M., and Vo, V. C., Polym. Composites, 7, 262 (1986).
“To Establish the Maximum Thermal Rating of Plastic Materials under Stress Load at Temperature,” Technical Report, PLENCO, Sheboygan, WI 53081, 1987.
Barker, R. H., “Elevated Temperature Performance under Stress Load,” Phenolic Molding Technical Conference, SPI, Cincinnati, Ohio, June 3, 1987.
Wigotsky, V., Plastics Engineering, 43, 21 (1987).
Walters, L. A., and Mersereau, J. M. (to the Rogers Corporation), U.S. Patent 4,281,044 (1981).
Bertolucci, M. D., “Impact Modified Phenolic with Unique Heat Resistance,” Society of the Plastics Industry, 36th Annual Conf., Feb. 1981.
Bertolucci, M. D., et al. (to General Electric), U.S. Patent 4,348,491 (Sept. 1982).
“Impact Phenolic Stays Strong at High Heat,” Plastics World, 106 (March 1980).
“Modified Fillers Come on Strong,” Plastics World, Aug. 23,1983.
Gupta, M. K., Hoch, D. W., and Keegan, J. F., Modern Plastics, 70 (July 1987).
Zaks, Y., Jeelen, L., Raucher, D., and Pearce, G. M., J. Appl. Polym. Sci., 27, 913 (1982).
Brode, G. L., Chow, S. W., and Michno, M., ACS Polymer Preprints, 24, 192, 194 (1983).
Chow, Sui-Wu, and Brode, G. L. (to Union Carbide Corp.), U.S. Patent 4,395,521 (Jul. 26, 1983).
Chow, Sui-Wu, and Brode, G. L. (to Union Carbide Corp.), U.S. Patent 4,395,520 (Jul. 26, 1983).
Brode, G. L., Chow, S. W., and Hale, W. F. (to Union Carbide Corp.), U.S. Pat. 4,403,066 (Sept. 6, 1983).
Merserear, J. M., “Thermal Expansion of Phenolic Brake Pistons,” SAE Tech. Paper Series, Internat. Congress, Detroit, Feb. 28, 1983.
Drumm, M. F., Dodge, C. W. H., and Nelson, L. E., Ind. Eng. Chem., 48, 76 (1956).
Makosko, C. W., and Mussatti, F. G., Proc. SPE 30th Antec Conf. Part I, 73 (1972).
Landi, V. R., Proc. SPE Pactec VI (1981).
Morrison, T., and Waitkus, P. A., “Studies of the Post-Bake Process of Phenolic Resins,” Phenolic Molding Division Tech. Conf., Cincinnati, Ohio, June 3, 1987.
Arimond, J., Fitts, B., and Landi, V., SAE Internat. Conf. (Publ. #870536) Detroit, Feb. 23, 1987.
“A Plastic Helmet for Soldiers,” Chemical Week, (Dec. 8), 14 (1982).
Broutman, L. J., SPI 38th Reinforced Plastics Conf., Feb. 1983.
Blevins, R. W., Daly, R. C., and Turner, S. R., “Lithographic Resists” in “Encyclopedia of Polymer Science and Engineering,” 2nd Ed., Vol. 8, New York, Wiley-Interscience, 1987, pp. 97–138.
“Improved Photoresists for Integrated Circuit Chips Devised,” Chem. Eng. News, Oct. 27, 1985.
Tanigaki, K., and Iida, Y. (to NEC Corporation, Tokyo), U.S. Patent 4,690,882, (1987).
Ogura, K. (to Oki Electric Industry, Co., Tokyo), U.S. Patent 4,686,280 (1987).
Koibuchi, S., Isobe, A., et al., “Resist Technology and Processing,” II, SPIE Proc. No. 539, Santa Clara, CA, Mar. 1985.
Bowden, M. J. and Turner, S. R., “Polymers for High Technology Electronics and Photonics,” ACS Symp. Series 346, Washington, DC, American Chemical Society, 1987.
Takahashi, A., and Yamamoto, H., Polymer, 12, 79 (1980).
Maruzen Oil, Japan Technical Bulletin.
LI-1 Codes, “Industrial Laminated Thermosetting Products,” Washington, DC, NEMA, 1983.
Giddings, S. A., “Laminates,” in “Encyclopedia of Polymer Science and Engineering,” Vol. 8, J. Kraschwitz, ed., New York, Wiley-Interscience, 1987, pp. 617–646.
Darr, Tim, NEMA Staff, Personal Communication, March (1988).
“Chemical Characterization of Phenol Formaldehyde Resins,” NASA Tech. Briefs, 10, 59 (Nov./Dec. 1986).
Gillern, M. F., Oita, K., Teng, R. J., andTiedeman, G. T. (to Weyerhaeuser Co.), U.S. Patent 4,264,671 (April 28, 1981).
“Phenolic resin compositions for laminates” (to Hitachi Co., Ltd.), Japanese Patent 57,198,742 (Dec. 6, 1982).
LD-3 Codes, “High-Pressure Decorative Laminates,” Washington, DC, NEMA, 1985.
Sarkanen, K. V., and Ludwig, C. W., “Lignins,” New York, Wiley-Interscience, 1971.
Hartman, S. (to Champion International Corp.), U.S. Patent 4,144,205 (Mar. 13, 1977).
Ferentchak, F., Kozischek, J. F., and Schwartz, J. W. (to Reheis Chemical Co., Inc.), U.S. Patent 4,708,967 (Nov. 24, 1987).
Youngquist, J., “Laminated Wood Based Composites,” in “Kirk-Othmer Encyclopedia of Chemical Technology,” 3rd Ed., Vol. 14, New York, Interscience, 1981.
Kreibich, R. E., Adhes. Age, 17, 26 (1974).
Salamone, S. L., Plastics World, 46 (Jan. 1988).
Hillier, K., Plast. Rubber Process. Appl., 1, 39 (1981).
“Microballoons,” Union Carbide Technical Bulletin, 1987.
Allbee, N., “Honeycomb Core Materials,” Adv. Composites, 55 (Nov./Dec. 1987).
Toeniskoetter, R. H., TAPPI Paper Synthetics Conf., 1980.
Malten, K. E., Dermatosen Beruf Umwelt, 32, 118 (1984).
OSHA 29 CFR, Para. 1910.1048, Feb. 2, 1988.
Waikus, P. A., and Lepeska, B., Grinding Wheel Inst. 29th Abrasive Conf., Buffalo, NY, Oct. 22, 1986.
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Tobiason, F.L. (1990). Phenolic Resin Adhesives. In: Skeist, I. (eds) Handbook of Adhesives. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-0671-9_17
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