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Polymers - Hscold
Polymers - Hscold
-C-OH+HO-CH, ‘C-OH Preparation of bakelite (or formaldehyde phenol) polymer ‘The monomers used are phenol and formaldehyde. They undergo polymerisation in presence of alkali or acid as catalyst. Phenol reacts with formaldehyde to form ortho or p-hydroxy methyl phenols, which on further reaction with phenol forms a linear polymer called Novolac. The mechanism, using acidic or basic catalyst is written as follows. Using basic catalyst : Or Aa 5 Cyn - =f" Using acidic catalyst: on +0H OH y OH 7 ‘CH,OH ons Oo : ys CS a (oy cy Hu sal eeOverall reaction for the formation of Novalac can be written 35> ou on mw oe - cHOH CHOH HOH, CHO \ + exo _— : CHOH cH,0H formaldehyde Phenol on oH OH on cH CHO oa cH, Do . =H" Novolac The linear polymer Novolac is used in paints. O-hydroxy methyl phenol reacts with another molecule of phenol to form a compound having two rings, joined by ~CH,- linkage. The process continues further to form a polymer of high molecular weight. Phenol is o.p-orienting at two ortho and one para positions. The process continues further to form cross linked three dimensional space network solid by linking at two-ortho and one-para positions. This network solid is called bakelite. Bakelite is used in making switches, handles of cooker, frying pans, combs, etc. Structure of Bakelite: Other polymers of formaldehyde i) Urea formaldehyde polymer: It is formed by polymerisation of monomers urea and formaldehyde. It is a moulded plastic. a H I H-C O+HN-C-Ni, 9 HOCH, -N-C-NH, ey II iy ° Formaldehyde Urea CH, O eee “WW N- CH, -N — CN Won H HO~CH, ~NH=C-NH—CH, ~OH 249 _ ee eu, ww N= CH,-N- C- Intermediate CH, RN CH, O 3 Urea formaldehyde polymerif) Melamine (or Formaldehyde melami Monomers used arc lamnine. r aldehy ine polymer): ised i pee elaliaie ao p y re formaldehyde and melami mea Nu, HNN _NICHOH \ + HCHO — T ‘s7 Nw NH, NH, Melamine Formaldehyde Intermed nw) N 4 Z A NHCH,OK waar HC-HIN, ay" CH, Ww UY ee -H0 ~ NH, na 1 cH, Melamine polymer 18.8 NATURAL RUBBER It is obtained from rubber tree as a latex, in the form of colloidal suspension. It is a linear polymer of isoprene, 2-methyl-1.3-butadiene. Natural rubber is cis-1,4-polyisoprene. It has long flexible chains, weak intermolecular forces and exhibits elastic properties. cH cH cH CH, wo cH Nea Sc A HC H Natural rubber 2-Methyl-1,3-butadiene(Isoprene) The trans-1.4-polyisoprene occurs naturally as Gutta-Percha, which has zigzag chains fitting in one another. It is non elastic and crystalline. 15.9 VULCANIZATION OF RUBBER ‘Natural rubber is soft, sticky and has less tensile strength. To make the natural rubber more strong, tough and elastic it is vulcanized. Charles Goodyear discovered the process of converting natural rubber to more strong and tlastic form and called the process vulcanization. Natural rubber is mixed with 3 to 5% sulphur and heated at 100-150” C. it forms cross linking of cis-1, 4 polyisopropene chains through disulphide bonds, (-S-S-). Wide range of phy ‘properties of rubber can be obained by controlling the amount of sulphur in the process of vulcanization. Rubber made with 20-30% sulphur is hard, 3 to 10% sulphur is a litte harder and is used in making tyres. Low sulphur rubber is made with 1 to 3% of sulphur and is used in making rubber bands. Structure of vulcanized rubber is given under cross linked polymers. 15.10 PREPARATION OF SYNTHETIC RUBBERS “There ure many different formulations of synthetic rubbers, Preparation of some synthetic rubbers is given below. s ‘A) Buna-S or styrene butudiene rubber (SBR): It is a copolymer of styrene and 1, 3-butadiene. It is used in making inner tubes for tyres, motors, bubble gums, etc, 543CH=CH, ~CH-CH,-CH,-CH=CH-CH,— * oO + CH, =CH-CH=CH, *8% > Styrene 1.3-Butadiene SBR (Gume<) 8) Buna.N: Itis a copolymer of acrylonitrile and 1,3 butadiene. It is used in making soles of the shoes, adhesives, tank lining. oil seals. ete. CN gS | H-CH=CH, +n CHy= CH—ssison_, fou -CH=CH-CH, ~CH, -CH f, 1.3 Butadiene Buna-N (Neoprene rubber: The monomer used is chloroprene (2-chlorobuta-1,3-diene). It is superior to natural rubber and resistant to chemical action. It is used in the manufacture of chemical containers, conveyor belts. gaskets ete. a q n CH, =C-CH =CH, ssa, fou, ~c=cH-cH |, 2-Chlorobuta-I,3-diene Neoprene 1D. Buts1 rubber: It is a copolymer of isobutylene and isoprene. The mixture of the two monomers when heated at about 100° C in presence of anhydrous aluminium chloride as a catalyst and methyl chloride as. a solvent. polymerises to form butyl rubber. cH, cH, CH, CH, I I I CH.=C + nCH,=C-CH=CH,—M 5 fe,-¢-cn,-dacn-cn,, CH; : CH, Isobutylene Isoprene Buty! rubber. It is used for making inner-tubes of tyres and motors. ‘Some other examples of polymers along with their monomers, class and uses are given in Table 15.1 Table 15.1 Examples of some other polymers “Namels of monomer/s =] Uses. Vinyl chloride and acrylonitrile | Human hair wigs Copolymer ethylene glycol and phthalic acid | In paints Condensation chtylene chloride and sodium Rubber (Polysulphide rubber) | tetra sulphide Homupe methyl a cyanoacrylate Glue Polyamide terephthalic acid chloride and Bull © let if condensation P-phenylene diamine Vests & helmets Polyamide ‘m-phthalie acid and i c Jothes for ‘condensation ‘m-dinitrobenzene ee and fire fighters. 544[Name of polymer | "Class of polymer Name/s of monomer/s Uses 7 | Lexan Polycarbonate, poly- | diethylearbonate and bisphenol A | Bullet proof ester condensation windows and helmets. 8 | Polyurethane or | Copolymer Toluene diisocyanate and ethylene | For padding and Themovole alycol building insulation | as light in weight. 9} Saran Copolymer vinyl chloride and vinylidene Bumpers. chloride 1 NONBIODEGRADABLE AND BIODEGRADABLE POLYMERS ‘After a certain period of time the natural polymers degrade on their own but synthetic polymers do not. These are nonbiedegradable polymers and are resistant to environmental degradation processes and are accumulated as solid waste materials. Hence efforts were made to synthesise biodegradable polymers to avoid environmental problems. Some biodegradable polymers are given below: A) PHBY Polymer (polyhydroxy butyrate-CO- B-hydroxy valerate) It is a copolymer, The monomers used are 3-hydroxy butanoic acid and 3-hydroxy pentanoic acid. It has an ester linkage. OH OH I nCH,-CH-CH,-COOH +n CH,-CH, -CH-CH, -COoH—"°> Hydroxy butanoic acid 3-Hydroxy pentanoic acid. \atasie ~ CH-CH, | CH, ¢ 7 By Dextron > Potyeater In is polyelycollic acid-polylactic acid polymer. The monomers used are glycollic acid and lactic acid. It is a copolymer and has ester linkage. owe ak Pood nCH,-CH-COOH + 1 CH,-COOH—“sF5H0 5 es cH, F lactic acid glycollic acid Dextron Cy Nylon -2-nylon-6 It is a copolymer and contains polyamide linkages. It is obtained by condensation polymerisation of the monomers. glycine and w-amino caproic acid. n HyN-CH, ~COOH + nNH,¢CHy 45 COOH": g-ety-m-gccin glycine @ amino caproic acid Nylon-2-nylon-6 Biodegradable polymers ure used as orthopaedic devices, implants, sutures and drug release matrices. They ‘are degraded by bacteria in the environment. S45- "SUMMARY | of veneaanea small and simple molecules. Polymers are high molecular weight macromolecules and consist a o monomers. There are different ways of classification of polymer like based on source, Mure. PROCESS of polymerisation, molecular forces and on growth polymerisation. Based on source they are classified as natural. semisynthetic and synthetic polymers. Based on structure there are three type of polymers linear. branched and cross-linked. The polymerisation processes are of two types addition and condensation. Addition of monomer units form addition polymers where as elimination of small molecules like water or methanol between two monomers form condensation polymers. The different forces which bind the polymer chains together are intermolecular forces like hydrogen bonds and Vander Waal’s forces, due to which the polymers are elastomers, fibres. thermoplastic or thermosetting polymers. Formation of polymer may take place by chain growth and step growth processes. A polymer made from two or more different monomers is called a copolymer, whereas a polymer made from identical repeating unit of one monomer is called homopolymer. Examples of homopolymer are polythene, PVC, nylon-6, polypropylene, orlon, teflon. polvacrylonitrile, natural rubber etc. Examples of copolymer are nylon-6,6, polyester, novolac, Bakelite, rielamine. Buna-N. Buna-S. butyl rubber etc. Naturally occurring polymers are linen, jute, starch, cellulose, silk, wocl. etc. 7 Natural rubber is a latex obtained from rubber tree in the form of colloidal suspension, it is a polymer of 2-methyI-] butadiene. Natural rubber is cis-1, 4- polyisoprene having long chains and elastic properties. But Gutta- Percha rubber is trans-1.4-polyisoprene having zigzag chains and non-elastic properties. The tensile strength. toughness and elasticity of natural rubber can be increased by adding sulphur to the natural rubber and heating. Tisis vrocess is called vulcanization of rubber. Synthetic rubbers are Buna-S, Buna-N, neoprene and butyl rubber. Aster keeping for a certain period natural polymers degrade while synthetic polymer like polythene do not indergo degradation. Hence to avoid environmental pollution biodegradable polymers are made, e.g. PHBY, dextron, EXERCISES | ny lon-6. etc.