High-solids polyester resins for appliance and general metal coatings
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1 High-solids polyester resins for pplince nd generl metl cotings Bsed on NPG glycol; 1,4-CHDA; purified isophthlic cid (PIA); nd purified terephthlic cid (PTA) CH 3 H CH 2 C CH 2 H H H CH 3 NPG glycol 2,2-dimethyl-1,3-propnediol CAS PIA Purified isophthlic cid CAS H C C H H H 1,4-CHDA 1,4-cyclohexnedicrboxylic cid CAS PTA Purified terephthlic cid CAS Strting point formultions HS-3-1NCp nd HS-3-2NCp
2 High-solids polyester resins for pplince nd generl metl cotings Bsed on NPG glycol; 1,4-CHDA; purified isophthlic cid (PIA); nd purified terephthlic cid (PTA) (Continued) Resin formultion HS-3-1NCp HS-3-2NCp Component Equivlents Moles Grms Stge 1 NPG glycol Phthlic nhydride purified isophthlic cid (PIA) purified terephthlic cid (PTA) Stge 2 Trimethylolpropne ,4-CHDA Stge 3 Trimethylolpropne Totl chrge 1,645 1,681 Theoreticl distillte Theoreticl yield 1,500 1,500 No ctlyst or stbilizer Nitrogen flow: dequte to mintin <1% oxygen Processing procedure Stge 1 Chrge ll stge 1 rectnts to 2-L rection kettle equipped with heting mntle, gittor, nitrogen blnket, thermocouple, prtil condenser, wter trp, nd totl condenser. 1 Het to 220 C (428 F) over 3 hours. Mintin t 220 C (428 F) until n cid number of 5 (mg KH/g resin) or less is obtined, typiclly n dditionl 2 hours. The distillte t the end of this step will be pproximtely 34 ml for HS-3-1NCp nd 68 ml for HS-3-2NCp. Stge 2 After cooling to 140 C (284 F) or less, dd stge 2 rectnts. Het to 220 C (428 F) nd mintin until one-hlf of the theoreticl distillte is collected for this stge. The totl distillte t the end of this step will be pproximtely 73 ml for HS-3-1NCp nd 90 ml for HS-3-2NCp. This step normlly requires 30 to 60 minutes. Stge 3 2 After cooling to 140 C (284 F) or less, dd third-stge TMP chrge. Het to 220 C (428 F) nd mintin until n cid number of 10 ± 1 (mg KH/g resin) is obtined. This step requires 2 hours. The totl distillte t this step will be pproximtely 120 ml for HS-3-1NCp nd 154 ml for HS-3-2NCp. After cooling to 140 C (284 F) or less, dd solvent. 1 Refer to publiction N-345, Processing polyester resins for cotings pplictions. 2 It my be possible to two-stge these resins (combine the first nd second stges), but this hs not been investigted. Previous work in Technicl Service nd Development lbortories hs shown tht two-stging the TMP brncher is beneficil. More informtion on this subject is vilble in publiction N-305, Polyester resin synthesis techniques for chieving lower VC nd improving coting performnce. 2
3 High-solids polyester resins for pplince nd generl metl cotings Bsed on NPG glycol; 1,4-CHDA; purified isophthlic cid (PIA); nd purified terephthlic cid (PTA) (Continued) Resin properties HS-3-1NCp HS-3-2NCp Equivlents of H/equivlents of CH (R vlue) Trget cid number, mg KH/g resin Clculted hydroxyl number, mg KH/g resin Moleculr weight, M n Cone nd plte 100 C, P s (P) 0.57 (5.7) 0.78 (7.8) Grdner-Holdt viscosity, 85% solids in xylene Z 4 Z 5 Dys to hzing t room temperture > Moleculr weight determined using GPC with refrctive index detector. Enmel formultion Ingredient Wt% Polyester resin (85 wt% in xylene) 45.0 Cymel 303 melmine resin 12.0 Ti-Pure R-900 Ti p-toluenesulfonic cid ctlyst (40 wt% in i-propnol) 0.3 Fluorosurfctnt dditive (20 wt% in EEP) 0.5 Solvent blend Pigment:binder rtio 40:60 Polyester:melmine rtio 75:25 Additionl solvent blend ws dded to ech enmel to obtin #4 Ford Cup viscosity of 30 seconds. MAK/ EEP/n-butyl lcohol in 70:15:15 rtio. Enmel properties HS-3-1NCp HS-3-2NCp Determined density, g/l (lb/gl) 1,356 (11.31) 1,344 (11.21) Nonvoltiles, wt% Clculted Determined C (350 F) C (230 F) Determined VC, wt VC/vol coting C (350 F), g/l (lb/gl) 342 (2.85) 357 (2.98) C (230 F), g/l (lb/gl) 316 (2.64) 334 (2.79) VC temperture conditions suggested in the My 25, 1988, issue of Chemicl Week s EPA Reference Method 24. 3
4 High-solids polyester resins for pplince nd generl metl cotings Bsed on NPG glycol; 1,4-CHDA; purified isophthlic cid (PIA); nd purified terephthlic cid (PTA) (Continued) Cured film properties HS-3-1NCp HS-3-2NCp Film thickness, mils (microns) 1.8 (45.7) 1.9 (48.3) Gloss 60 /20 91/ 80 91/ 80 Solvent resistnce, MEK double rub b Flexibility/hrdness 3.2-mm ( 1 8-in.) Conicl mndrel flexibility, % pss Impct resistnce Direct, N m (in.-lb) 13.1 (116) 13.1 (116) Reverse, N m (in.-lb) 5.0 (44) 6.8 (60) Pencil hrdness, mr 4H 4H Stin resistnce, covered/uncovered c,d Iodine fter 30 min 4/4 3/4 Mustrd fter 24 h 5/5 5/5 Lipstick fter 24 h 5/5 5/5 Ink fter 24 h 5/5 4/5 Ketchup fter 24 h 5/5 5/5 Grpe juice fter 24 h 5/5 5/5 Chemicl resistnce, covered/uncovered c,d 50% NH solution fter 8 h 5/5 5/5 50% Sulfuric cid solution fter 8 h 2/2 2/2 Moisture resistnce Clevelnd humidity fter 1, C (140 F) % Gloss 60 /20 99/95 100/100 Blistering d 5 5 Slt spry fter 1,000 h Creepge, mm (in.) 1.59 (0.0625) 1.59 (0.0625) Blistering d 5 5 Crcking d 5 5 Detergent resistnce fter C (165 F) e Creepge, mm (in.) 4.76 (0.1875) 3.18 (0.125) % Gloss 60 /20 99/84 97/84 Blistering d 4 3 Crcking d 4 5 Enmels were spryed on 20-guge cold-rolled Bonderite 37 pretreted steel test pnels nd cured for 20 minutes t 177 C (350 F). b 200 double rubs with MEK, quickly wiped dry. Pss = no thumbnil mr. c The stin nd chemicl resistnce pnels were wshed with Dwn dishwshing detergent, rinsed with wter, nd wiped dry before evlution. d Scle: 5 = no effect, 4 = slight effect, 3 = moderte effect, 2 = considerble effect, nd 1 = severe effect. e The test environment from ASTM Method D ws used. 4
5 High-solids polyester resins for pplince nd generl metl cotings Bsed on NPG glycol; 1,4-CHDA; purified isophthlic cid (PIA); nd purified terephthlic cid (PTA) (Continued) Formultion comprison summry HS-3-1NCp HS-3-2NCp verll similr coting performnce Lower viscosity Lower VC More comptible with xylene More flexible Better moisture resistnce Rw mteril suppliers n-butyl lcohol Cymel 303 melmine resin 1,4-CHDA EEP b purified isophthlic cid (PIA) MAK NPG glycol Phthlic nhydride purified terephthlic cid (PTA) Ti-Pure R-900 Ti 2 Trimethylolpropne p-toluenesulfonic cid ctlyst 1,4-Cyclohexnedicrboxylic cid Cytec Stepn DuPont Geo Specilties, Perstorp Aldrich b Ethyl 3-ethoxypropionte 5
6 Chemicl Compny Corporte Hedqurters P.. Box 431 Kingsport, TN U.S.A. Telephone: U.S.A. nd Cnd, 800-EASTMAN ( ) ther Loctions, (1) Fx: (1) Chemicl Ltin Americ 9155 South Ddelnd Blvd. Suite 1116 Mimi, FL U.S.A. Telephone: (1) Fx: (1) Chemicl B.V. Fscintio Boulevrd VA Cpelle n den IJssel The Netherlnds Telephone: (31) Fx: (31) (Shnghi) Chemicl Commercil Compny, Ltd. Jingn Brnch 1206, CITIC Squre No Nnjing Rod (W) Shnghi , P.R. Chin Telephone: (86) Fx: (86) Chemicl Jpn Ltd. MetLife Aoym Building 5F Minmi Aoym Minto-ku, Tokyo Jpn Telephone: (81) Fx: (81) Chemicl Asi Pcific Pte. Ltd. #05-04 Winslnd House 3 Killiney Rod Singpore Telephone: (65) Fx: (65) Mteril Sfety Dt Sheets providing sfety precutions tht should be observed when hndling nd storing products re vilble online or by request. You should obtin nd review the vilble mteril sfety informtion before hndling ny of these products. If ny mterils mentioned re not products, pproprite industril hygiene nd other sfety precutions recommended by their mnufcturers should be observed. Neither Chemicl Compny nor its mrketing ffilites shll be responsible for the use of this informtion or of ny product, method, or pprtus mentioned, nd you must mke your own determintion of its suitbility nd completeness for your own use, for the protection of the environment, nd for the helth nd sfety of your employees nd purchsers of your products. No wrrnty is mde of the merchntbility or fitness of ny product, nd nothing herein wives ny of the seller s conditions of sle Chemicl Compny. nd NPG re trdemrks of Chemicl Compny. Bonderite is trdemrk of Henkel Corportion nd Prker Rust Proof Compny. Dwn is trdemrk of Procter & Gmble.. N-321D 2/13
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