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ORGA 5C COOLANT DATABOOK
TECHNICAL PUBLICATION No. AT-1
JULY, 1958
Compiled 'by:
MALCOLM McEWEN
MONSANTO CHEMICAL COMPANY Organic Chemicals Division Development Department
Lindbergh and Olive Street Road Gt. Louis 24, Missouri
0281685
TOWOLDMONOQ29695
GENERAL PROPERTIES (CHAIN-TYPE POLYPHENYLS)
COMPOUND Biphenyl
Terphenyl, o* Terphenyl, m*
Terphenyl, p-
puaterphenyl, o,opueterphenyl, m,m* Pueterphenyl, o,mPueterphenyl, p,p-
'
Puatorphonyl, m,p6*-phonyl-m-terphenyl 2''ph#nyl-m-<efphenyl
Puinquephenyl, m.m.m* Puinquophenyl, p,p,pPuinquephenyl, p,m,oPuinquephenyl, p,m,pPuinquephenyl, p,m,mPulnquephenyl, o,m,oPuinquephenyl, m.m.oPuinquephenyl, p,p,m2,5'diphonyt*p-terphenyl 2\6'-diphenyl-p-terphertyl 2,3'-diphenyl-p-terpheny1
.
Hexaphenyl, o,o,o,oHexaphenyl. p.p.p.p* Hexaphenyl, p,b,o,pHexephenyl, m,m.m.mHexaphenyl, p.p.m.p* 2',3',6' triphenyl-p-terphenyl
Heptaphenyt, pHexaphenyl benzene 5"'-biphenyf{p)-p-m-p-quinpheny)
Oetaphenyl, m2,2',414\6,6'-hexaphenylbiphenyl
Nonaphenyl, m?\3\3",6',6"-hexephenyl-p-queterphonyl
Diciphanyl, mUndecipheny), m-
Duodcciphcnyl, m* Tredeciphenyt, m-
puaHuordeciphenyl, m-
puindeciphenyl, mSedoeiphenyl, m-
Formula C,,H,,
Molecular Weight
Melting Point C.
69.050 (2)
Boiling Point C.
254.9 (30)
Melting Point F.
156 (3)
Boil Pom
491 (3
C,,H,,
56.25 {ro> 87.45 (10)
212.7 (10)
33^2_ 364
630 (3 687 (3
725 (3
C,,H,,
86__ 90 318
166 173.7 (3)
420 (3) 471
520 (3)
245 (3) 187 (3| I95_|3J_ 604 (3)
331 (3) 345
880 (2
CH
392 144.5-145.5 (3)| 264-66 (194? 155 (198) t5S.5-l56.5 113-114 |14)
269-70 (9) 277-78 (9) 190-4 (9)
165 (9)
208 (3) 737 |3)
311 312-14 (14)| 235-37
374-61 365 (3) 877 (3) 365
CH CHm CjiHj*
C,,H,,
CmH CwHai
251-53 (9) 545 449.5 (9) 230-32 (9)
348 (9) 166 (3) 318-19 (9) 184 |3) 202 (3) 223 (3) 245 (3| 270 |3) 292 (3) 321 (3)
484-88 1013 (3) 640-42 (9)
0 0
TOWOLDMON0029696
GENERAL PROPERTIES (ALKYL POLYPHENYLS)
COMPOUND
Mothylbiphenyl, 2' Methytbipbenyl, 3Mothylbiphenyl, 4Hthylbiphenyl, 2* Ethylbipfcenyl, 3*
Formula CaiHu CuHit
Dimethylbiphenyl, 2,2* Dlmethylbiphenyl, 2,3'Dtmelhylbiphenyl, 2,4'Dimethylbiphenyl, 3,2'* Dimethylbiphenyl, 3,3'Dimotbvlblphonvl, 3,4'-
Dimethylbiphenyl, 2,4* Dlmethylbiphenyl, 2,6Dimethylblphenyl, 3,4* Dimothylbiphenyl, 3.5Pfopcnylbipbenyt, 2-
CkHii Ci,Hi* CnHn
Propylbiphenyt, 2* Propylbiphenyt, 3*
, CnHn
liopropylbiphenyl, 2liopropylbiphenyl, 3liopropylbiphenyl, 4liopropylbiphenyl, Mixturo 3 ft 4 n-Butylbiphenyl, 2* Sac-Butylbiphenyl, 2tert-Butylbiphenyl, 2-
*
Ci,Hu CuHu
tetramethylbiphenyl, 2,2',ft,S'tetremefhylblphenyl, 2,2\6,6`Dbethyfbiphenyl, 2,2'Di-ethylbiphenyl, 4,4'liopropylbiphenyl. 2-methyl-5Amylb'phenyl Hexemrthylbiphenyl
Cw.Hu
CuH C,,H,,
Molecular Weight
168.2 162.3 182.3
182.3
194.3 196.3 196.3
196.3 210.3
210.3
224.3 234.3
. .Iting Point C.
0 (3) 4 |3| 47 13) --6 (3) -27 (3) 34 (31 IS (3) Liq. (3) Uq. (3)
Boiling Point C.
2S5 (3) 272 (3) 247 (31 244 (3) 284 (3) 283 (3) 244 (3) 270 (3) 274 (3)
7 (3) 14 13) 121 (3) Liq. (3) Liq. (3)
33 (3) 12 (3)
285 (3) 288 (31
292 3) 244 (3) 243 (3)
282 (3) 274 (31
-- 12 (3) Liq. (3) 40 (3) 24 (3)
--54 (18) -13 (3) S (3) 21 13) S3 (3)
47 |3)
tl (3) Uq. (3) 0 52 13)
221 (3) 277 (3)
270 (3| 294 (3) 303 (3) 295 (18) 291 (3| 282 (3) 282 (3)
285 (3)
274 (3) 313 (3| 249 (3) 305 320 (3)
Melting Point F.
32 40 117 21 -- 17 94 64 Uq. Liq.
45 60 250 Liq. Liq. 91 II
II . Liq.
76
--65 8 46 70 127
152
178 L.q. 32 (25) 126
Boil Po J 45 52 5t 51 54 54 50 51 52
54 55 55
50 54 52
42 53
SI 56 57 56 55 54 54
5<
52 5*. 5 5! 6!
0281687
TOWOLDMONOQ29697
GENERAL PROPERTIES IALKYL POLYPHENYLS)
COMPOUND
Hexylbiphenyl, 2 (?) Herylbiphonyl, 3 (?) DiiiopropvtbiDhony! (mined homers) Di-n-Butylbipheny), 4,4' ..
Di-sec-Butylbiphenyl, 4,4'Di-tert-Butylbtph*nyl, 4,4 Di-tert-Amylbiphonyl, 4,4'*
Diheicylbiphenyl Trihoxylbiphenyl
o-Terphonyl, 6'-methyl o-Torphonyl, 4-vinylO-Terphnnyl, 3',6'-dirnothyl-
O-Torphonyl, isopropylo-Terphnnyl, 4-butyl-
m-Terphonyl, 5'-methyl-
m-Terphenyl, 4-propylm-Terphonyl, Isopropylm-Terphenyl, 4,4",5'-1rImethyl m-Terphenyl, 5,5,,5"-tMmethy!-
m-Tcrphonyl, amyl (?)
M-Terphenyl, 4-n-oetyl-
ni-Terphonvl, 4,4"-dlrnethvl-5'tolyl
p-Terphenyl, 2-methyl-
p-Terphonyl, 3-methylp-Terphenyl, 4-methyl-
-
p-Terphenyl, 2,5-dimethylp-Terphenyl, 2',S'-dimethylD-Terphenyl, 4',4"-dimethyl-
p-Terphenyl, 2,2'\5,5"-tetremethylp-Terphenyl, diethyl* p-Terphonyl, 4.4'-dlcYrlohexyl*
o,o-quaterphenyl, 2,2'"-dimethyl
,-quaterphenyl, 4,4'"-dtmethyl
p.p-autrphenyl, 4.4"'-dimothyl
3`-phenyl-p-terphenyl, 2-mothyl
2-phenyl-p-terphonyl, 3',6',-dimethyl
p-heiephenyl, 4,4`"'*dimethYl
Formula CuHu
C*H
ChH C,,Hm C*H,, C..H CHi CHii CjiH CdHi, CiHi
CuHm
CmHji CHm c,,hm * CiiHm
C,H,,
C*Hn
CwH
C^H* C*H,, C-.Mm
Molecular Weight
238.4
266.4
294.5 322.5 4067 244.3 256.3 250.3 272.4 286.4 244.3
272.4
300.4 342.5 348.5
244.3
25M
286.4
394.6 334.4
370.4 334.4 360.4
Melting Point c.
--38 13) --40 (3) -31 (18) 88 (3) Uq. (3) 120 (31 Liq. (3) --30 --23
109 (3)
44 (31 130 (31 44 (3) --8 117,(3) 85 (31 100
1701 (9) 91 (31 189 (3) 207 (3) 159 (3) 183 (3) 249 (3) 112 (3) 280 (9)
13 (3) 113 (9) 334 (31 130 (197) 157 (ICO) 182-83 (9)
Boiling Point C. 318 (3) 322 (3) 330 1181 384 (3) -363 (3) 326 (3) 360 (3) 375 436 150="" (3| 193.5*"" 131
l70->*"" (31 161'"" (3)
394 (3) 406 (3)
415 2802" (1931
270!-`"" (91
Melting Point F.
--36 --40 --24 137 Llq. 263 Liq. --22 (31 -9 (3)
223
III 266 112 20 (3) 243 149 212 (25)
338-40 197 337 405 319 361 4BI 233 S36
236 236 633 266 315 324-25
Boiling Point F. 604 611 626 723 665 619 630 707 816 13) 3022*m) 455.8*"* 352u.litam 3J^lmxu
741 762
779 (25) 536:0m
889 (9!
0281686
TOWOLDMONOQ29698
MIXTURE COMPOSITION Biphanyl/napHthalana Biphenyl/o-terphanyl 8ipSonyl/m-tarphanyl Biphttvfllp-i^rphenyi m ierpSanyl/o.farphanyl m-tarphenyl/p-tarphenyl o-tarplianyi/p-terphanyl BipStnyl/Santowax R nepSrhalene/O'ferphsnyl
Biphanyl/m-terphanyl/naphthalana Blpiienyl/m-tarptanyl/phananthrena Biphanyl/naphthalena/phananthrana 8ipV.eny!/c4erphertyIfnapIithaln* B'p^o.Ryl/o-fo.'p^eAyl/phananfhrena BipSenyWo-tarphanyl/m-tarphanyl Biplienyi/o-t*rpliafiy!/p-tarphanyt o-ierpkny!/m-!arphenyl/naplithalona b.tarpi.*n-/7m-tcrp?;eny!,'pficnantlirena o-tcrpScnyI/m.tcrpkonyl/p-t*rphonyf o-tsrpSeny'/napMValene/plienanlhrana o-terpSenyl/rupMiial'jna/p.ferphenyl
Liquid Composition (mot%)
1st 2nd 3rd
57 43
40.5
593
45 55
97.1 2.9
33.7
66.3
95.65 435
98.45 1.55
91.7
8.3
33.7 66.3 ,,
41.0 42.5 42.6 313 31.9 30.9 40.2 51.9 53.2 65.8 53.4 65.8
29.0 30.9 37.0 47.8 48.7 47.5 59.2 24.5 25.2 33.5 24.6 33.5
30.0 26.6 20.4 21.0 19.4 21.6 0.6 23.6 21.6 0.7 22.0 0.7
Vapor Composition (mol%)
1st 2nd 3rd
36.6
63.4
79.1 20.9
20.9
79.1
873 12.7
MJP. OC. 39.5 23 42 67.8 293 85.5 55.75 69 29.2
B.P. C. 234.5 286.5
345.5
263
M.P. F. 103 73.4 108 154 85 185.9 1323 157 85
B.P. F. 454 547
654
505
Raftranea on (17) (1) (10) (17) (10) (10) (20) (17)
38.2 85.4 333 373 71.8 74.1 79.3 15.2 61.7 79.1 143 13.0
1.8 5.3 64.4 9.3 203 213 21.0 3.3 14.9 20.6 79.9 86.8
60.0 9.3 2.4 53.4 7.9 4.6 0.08 81.5 23.4 0.3 5.8 0.04
23.6 253 25.4 10.9 11.9 10.5 22.7 15.3 16.6 28.9 16.9 28.9
250 288 242.5 262 294 297.5 287 279 344 346 275.5 263
75 78 78 51 53 5t 73 59 62 84 62 84
482 550 468 504 561 568 549 534 651 655 528 505
(17) (17) (17) (17) (17) (17) (17) (17) (17) (17) (17) (171
GENERAL PROPERTIES (EUTECTIC MIXTURES)
o
r
a
A. TOWOLDMONOQ29699