Improved coil coating performance with Eastman 1,4-CHDA
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1 Improved coil coting performnce with Estmn HOOC Cycloliphtic structure of Estmn (1,4-cyclohexnedicrboxylic cid) Movement between the bot nd chir conformtions equls coting flexibility. Trns-isomer conformtions Cis-isomer conformtions HOOC Introduction The chemicl structure of Estmn (1,4-cyclohexnedicrboxylic cid) offers the resin nd polymer industry unique dicid intermedite. The hert of the molecule is 1,4-substituted cyclohexne ring. The cycloliphtic structure (illustrted on left) is responsible for mny of the desirble performnce properties tht imprts to polyester resins nd enmels. Compred with romtic nd liphtic dicids, some of the benefits of using re tht it offers n incrementl improvement in hrdness/flexibility rtio over trditionl 1:1 blend of hrd romtic nd flexibilizing liphtic dicids. The stin/detergent/slt spry resistnce benefits re especilly useful in pplince-grde coil cotings (Estmn publiction N-330). Resins contining re lso used in stbilized exterior coil cotings. The performnce benefits of Estmn in coil cotings re described herein. HOOC Hrdness nd flexibility The cycloliphtic structure of Estmn with 1,4-ring substitution results in superior combintion of hrdness nd flexibility without mjor performnce weknesses. Stin/detergent/slt spry resistnce Estmn imprts better stin/detergent/ slt spry resistnce thn liner liphtic dicids, such s (dipic cid), becuse offers more steric shielding of the ester linkges. Processbility Estmn rects fster thn romtic dicids becuse of its greter solubility in molten glycols. 1
2 Improved coil coting performnce with Estmn (Continued) Experimentl detils A sttisticlly designed mixture experiment ws used to compre Estmn with Estmn purified isophthlic cid () nd. Tble 1 shows the generl composition nd the obtined property rnge of the eight resins used in this study. The combintion of Estmn NPG glycol nd 1,6-hexnediol (1,6-HD) ws constnt for ll the resins. The dicid rtio for ech of the eight resins selected is shown in the experimentl design, Figure 1. Ech point represents unique resin composition. Tble 1 Resin composition nd properties Resin composition Estmn NPG glycol/1,6-hd/dicid intermedites Molr rtios 0.89/0.16/1.00 Resin properties Finl cid number, mg KOH/g resin 2 4 Moleculr weight (M n ) Hydroxyl number, mg KOH/g resin Weight percent solids in xylene A refrctive index detector ws used in the GPC moleculr weight determintion. Figure 1 Experimentl design The resins described in Figure 1 nd Tble 1 were used to mke enmels bsed on the formultion in Tble 2. All the enmels were djusted to the sme clculted weight percent solids with the solvent blend. The enmels were drwn down onto Bonderite 721 pretreted 24-guge luminum 3003 H14 test pnels nd cured for 30 seconds t 313 C (595 F) to obtin pek metl temperture of 232 C (450 F). Cured enmels rnged in thickness from 0.69 to 0.77 mil nd exhibited MEK resistnce to brekthrough of 120 to 210 double rubs. An utomted drwdown device ws used to mintin film consistency. Tble 2 Enmel formultion Ingredients Wt% Polyester resins (t 71 wt% solids) 40.0 Cymel 301 melmine resin 3.2 Ti-Pure R-960 TiO 2 pigment b 31.8 Acrylic flow control dditive 0.5 Blocked dinonylnphthlene sulfonic cid 2.1 Solvent blend (Solvesso c 150:ethylene glycol 22.4 dicette, 1:1) Pigment:binder rtio 1:1 Polyester:melmine rtio 9:1 Cytec b DuPont c Exxon (, 0, 20) (, 20, 0) (53, 7, 40) (53, 25, 22) (27, 13, 60) (27, 30, 43) (0, 20, ) (0, 35, 65) Estmn,, nd Estmn rtio in ll compositions listed here. 2
3 Improved coil coting performnce with Estmn (Continued) Results Results obtined through the determintion of vrious resin nd enmel criteri re found in the following contour mps. Regression nlysis ws used to interpret the dt. The contour plots in the following tringles ll hve sttisticl correltion with the dt generted. Only the re defined by the experimentl design is shown. Extrpolting these results into other regions of the tringle is invlid. As with our previous tringle study (Estmn publiction N-335), the trends shown in the plots, rther thn the bsolute vlues, re the significnt informtion. At the top of ech pge is tringulr symbol illustrting the effect of ech dicid intermedite on the performnce property. An explntion for these symbols follows: Desired performnce increses with dicid content. No significnt effect on performnce when dicid content is vried. Desired performnce decreses with incresing dicid content. 3
4 Improved coil coting performnce with Estmn (Continued) Resin color nd viscosity Estmn Estmn Color APHA Resin solubility Estmn Estmn Cre must be tken with the mount of Estmn 1,4- CHDA or Estmn in simple (four-component or less) resin system. The sweet spot or desired re, in terms of resin solubility, ppers to be ner the center of the tringle. Resins mde with 2 dicids nd dissolved in the solvent blend verged only 15 dys to medium degree of hze, while 3-dicid component resins verged 155 dys to similr hze point. Viscosity Z2 ppers to offer definite dvntge in the color of the finl resin nd cts s hybrid of romtic nd liphtic dicids when viscosity is the performnce criteri. An interesting point is the similrity in the viscosity trends of these tringles nd those in our previous work (Estmn publiction N-335), even though the resins re different. Z4 Z6 Grdner t 70% solids, 25 C Hze % solids, dys to medium hze 4
5 Improved coil coting performnce with Estmn (Continued) Hrdness Estmn Estmn Flexibility Estmn Estmn Estmn excels in hrdness but offers little or no flexibility, while performs in the opposite mnner. Both of these dicids re strong in one performnce re but wek in the other. Estmn exhibits the superior combintion of hrdness nd flexibility required for coil cotings without the shortcomings of or. This combintion of hrdness nd flexibility should mke the dicid of choice for high-performnce coil coting pplictions. Hrdness T-Bends 0T 1H 1T 2H F Pencil, pssed to brekthrough 3T 2T Originl T-Bends T-Bends 2T 1T 2T After 30 seconds t 500 F 3T 4T 1T After 5 minutes in boiling wter T-bends were checked with tpe nd showed no crck under unmgnified visul inspection. 5
6 Improved coil coting performnce with Estmn (Continued) Stin Resistnce Estmn Estmn Stin resistnce The difference in contribution to stin resistnce between Estmn nd seems to be smll, while hs definite negtive effect on this mesure of performnce Mustrd, 24 h covered nd uncovered Stin resistnce Grpe juice, 24 h covered Stin resistnce Lipstick, 24 h covered nd uncovered Stin resistnce pnels were wshed with Dwn detergent, rinsed with wter, nd wiped dry before evlution. Scle: 5 = no effect; 4 = slight effect; 3 = moderte effect; 2 = considerble effect; 1 = severe effect. 6
7 Improved coil coting performnce with Estmn (Continued) Detergent/slt spry resistnce Estmn Estmn Slt spry resistnce ppers to be the controlling fctor on detergent resistnce with Estmn nd Estmn performing similrly. High levels of offer very flt, good performing re for slt spry resistnce. A much greter fluctution in performnce is observed with high content nd incresing mounts of. Sufficient correltion to generte Clevelnd humidity contour plots ws not obtined ,000 h, 20 gloss retention, % Detergent resistnce b dys, 20 gloss retention, % ASTM method B ws used. b A 2% 3% (by weight) solution of Tide detergent (ph 10 11) ws used in ASTM method
8 Improved coil coting performnce with Estmn (Continued) Summry Resin color nd viscosity Resin solubility Hrdness Flexibility Stin resistnce Detergent/slt spry resistnce Estmn Estmn This sttisticlly designed study hs demonstrted the performnce dvntges of Estmn in coil cotings. As indicted by the symbols bove, Estmn purified isophthlic cid () nd re strong in some performnce criteri but hve weknesses in others. Becuse hs performnce strengths (resin processbility nd superior combintion of hrdness nd flexibility) with no mjor disdvntges, it should be considered the dicid of choice for high-performnce coil cotings. For optiml performnce, the coil resin should be bsed on blend of nd. The cycloliphtic structure of is responsible for the unique performnce properties tht it imprts to cotings. The 1,4-substitution llows for mximum utiliztion of movement from the cyclohexne ring. This movement is responsible for the flexibility tht imprts. The cycloliphtic structure is lso responsible for the hrdness nd stin/detergent/slt spry resistnce of -bsed cotings. Coil coting enmels described herein were evluted for exterior durbility both in Florid nd in crbon rc wetherometer. There ws no relible correltion between the two techniques or within the Florid study. As result, ech end user should generte wethering dt for ny formultion intended for exterior use. The use of stbilizers s mens of improving the wethering performnce of these formultions should be investigted. Studies t Estmn with higher solids/high gloss formultions hve reveled tht the wetherbility of enmels bsed on Estmn is enhnced more with hindered mine light stbilizers (HALS) thn with ultrviolet bsorbers (UVAs). In ddition, combintions of Estmn (>50 mole %) with (for flexibility) hve mintined excellent levels of gloss retention fter prolonged exposure to QUVA-340. The use of QUVB- 313 is not suggested s screening tool becuse the low wvelength portion of the exposure spectrum cn led to nomlous results. 8
9 Estmn Chemicl Compny Corporte Hedqurters P.O. Box 431 Kingsport, TN U.S.A. Telephone: U.S.A. nd Cnd, 0-EASTMAN ( ) Other Loctions, (1) Fx: (1) Estmn Chemicl Ltin Americ 9155 South Ddelnd Blvd. Suite 1116 Mimi, FL U.S.A. Telephone: (1) Fx: (1) Estmn Chemicl B.V. Fscintio Boulevrd VA Cpelle n den IJssel The Netherlnds Telephone: (31) Fx: (31) Estmn (Shnghi) Chemicl Commercil Compny, Ltd. Jingn Brnch 1206, CITIC Squre No Nnjing Rod (W) Shnghi , P.R. Chin Telephone: (86) Fx: (86) Estmn Chemicl Jpn Ltd. MetLife Aoym Building 5F Minmi Aoym Minto-ku, Tokyo Jpn Telephone: (81) Fx: (81) Estmn 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 Estmn 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 Estmn products, pproprite industril hygiene nd other sfety precutions recommended by their mnufcturers should be observed. Neither Estmn 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. Estmn nd NPG re trdemrks of Estmn Chemicl Compny. All other brnds re the property of their respective owners. Estmn Chemicl Compny, N-327C 12/12
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