Document veBZnxrvNqjkxeLy5NL61OOq
Monsanto
FROM (NAME a LOCATION)
A. W. Morgan - St. Louis Organic Research
REFERENCE
TO
January 19, 1970
g-Phenoxy Benzyl Phthalate Aroclor Replacement Polysulfides
N. W. Touchette Res. 3
M. W. FArrar J. R. Darby R. H. Mills J. A. Cannon A. W. M. Coaker C. S. Shull
V On
Res . Res . Res. Res. Res. Res.
1 1 3 3 3 3
Initial evaluations of g-phenoxy benzyl phthalate as a potential Aroclor replacement in polysulfide sealants have been completed. Excellent grind and flow properties have been found and, from a working standpoint, the g-phenoxy ester is exceptionally good. Both Aroclor 1254 and the g-phenoxy material form well bodied pastes with low sag. Pastes utilizing Santicizer 261 or Santi cizer 278 demonstrated considerable sagging and lacked body. Results of the evaluations were as follows:
Resin
12 34
Formula: Thiokol LP 32
100 100 100 100
Carbon Black (Stalex F 12)
30
30
30
30
S-261
25
Aroclor 1254
25
g-phenoxy benzyl phthalate
25
S-278
25
Catalyst Lead Dioxide
50 50 50 50
Stearic Acid
5 555
S-261
45
Aroclor 1254
45
g-Phenoxy benzyl phthalate
45
S-278
45
Blend:
Resin
100
Catalyst 15
Cure Times: Aroclor 1254/g-Phenoxy Benzyl Phthalate 4-5 hours
Santicizer 261/Santicizer 278
15-45 minutes
Plasticizer
Shore A Hardness
S-261
16
Aroclor 1254
30
g-Phenoxy benzyl
phthalate
N 24
S-278 ft 2, uhi kj 22
Tensile PSI
19 7 305
247 244
100% Modulus
PSI
53 92
70 61
Elon gation
650 700
600 650
24 Hour Charcoal Volatility
3.3%
11.0%
1.97% 1.7%
Water Absorption %%
Absorbed Lost
1.50 1.20
0.60 0.46
1.77 1.78
0.83 0.67
_
"fa
j
U fiffrTT
DS\N 588421 STLCOPCB4093757
N. W. Touchette January 19., 1970 Page 2
It is seen that 8-phenoxy benzyl phthalate gives essentially
Santicizer 278 properties with Aroclor 1254 working character
istics. A less efficient ester might be desired as the plasti
cizer is often added to cheapen the formulation. The tetra-
chlorophthalate analogue might be less efficient, however, it
would appear that biodegradability must be determined before
any product containing aromatic chlorine is promoted. Other
wise we ay find ecological problems similar to those of the
Aroclors.
'
From this evaluation it is felt that 8-phenoxy benzyl phthalate and its analogues hold enough technical promise to warrant a more general and thorough evaluation. This evaluation will be completed in one month.
Considering the possible need for such a compound it is recom mended that a reasonable cost study be made based on purchased and manufactured 8-phenoxy ethanol. C. S. Shull has pointed out that we are basic in phenol, benzyl alcohol, and phthalic ahnydride and use large quantities of ethylene oxide, all at reasonable costs. Manufacturing reportedly has an available facility for preparing 8-phenoxy ethanol. It appears that con siderable flexibility is possible in determining routes to this product, and it is hoped that costs for other analogues, includ ing that one made with 711 alcohol, may be considered.
A. W. Morgan jP
DSW 588422
I
STLCOPCB4093758