close

Вход

Забыли?

вход по аккаунту

?

Патент USA US2404255

код для вставки
2,404,255‘
Patented July 16, 1946
UNITED STATES PATENT O'FFlC‘E'f
»RESINATE
Harold M. Spurlin, Marshallton, Del., assignor to
Hercules Powder Company, Wilmington, Del.,
a corporation of Delaware ‘
No Drawing. Application August 16, 1943,
Serial No. 498,877
.
15 Claims. (Cl. 260—100)
1
2
This invention relates to a new composition of
matter and the method for its production. More
particularly, it is concerned with a new resin
compound and with a method for its production.
In accordance with this invention it has been
found that aluminum dialkoxide monoresinates
may be prepared, free of excess resin acids and
(10.8% theory). The product was insoluble in
high boiling petroleum fraction (boiling point
impurities, by reacting aluminum trialkoxide with
rosin in the proportion of 1 mol of aluminum tri
2.3 parts of granular aluminum were dissolved
alkoxide to 1 mol of rosin.
The method of this
invention thus comprises reacting aluminum tri
alkoxide with rosin in the proportion of 1 mol of
aluminum trialkoxide to 1 mol of rosin. rI_'he
reaction may be carried out in ‘the presence or
absence of an anhydrous solvent‘which does not
react with the product. If desired, the alumi
num dialkoxide monoresinate may be used in
solution, or the alcohol set free may be distilled
01!.
~
Having thus indicated the general nature and
cold and boiling acetone, alcohol, carbltol, and /
methyl celloso-lve acetate, but was soluble in a
about 163° C.) at temperatures above ‘155" C.
and in boiling tetralin.
Example 4
i
in 810’ parts of anhydrous butanol at the re- .
?uxing temperature, and then 28.7 parts of I
Wood rosin (acid number 162) in anhydrous bu
tanol solution were added hot to .the hot alu
minum tributoxide solution. Immediate precip
itation of the‘aluminum dibutoxide'monoresinate
occurred. The precipitate was ?ltered off and
dried under vacuum at 50° C. 37.8 parts of alu
minum dibutoxide monoresinate were obtained.
The ?ltrate, ‘on evaporation to dryness, yielded
3.3 parts of residue ‘which contained the neutral
purpose of the invention, the following} examples
bodies in the rosin. The ash content of the prod
are given to illustrate the preparation of the new
uct was 11.03% (10.8% theory). It had the same
characteristics as the product in Example 3.
.As shown in the examples, the aluminum" di
resin compound and are not to be construed as
limiting the same. In the examples, the term ‘
"parts” represents weight units unless otherwise =
indicated.
Example ‘1
302 parts of rosin crystals and 204 parts of re
distilled aluminum triisopropoxide and 800 parts
of Varsol (a ‘straight-run petroleum fraction;
boiling between 300°-400° F.) were mixed and
heated to 150° C. to distill off 60 parts of isopro
pyl alcohol. Theproduct was a solution of alu
minum diisopropoxide monoresinate.
The addi- .,
tion of 3700 parts of dry isopropyl alcohol caused ‘
no precipitation as it would if the diresinate had
been present.
'
»
.
Example 2
_ 29 parts of rosin crystals were dissolved in 20
parts of dry butanol containing 20 parts of alu
minum triisopropoxide. ‘A homogeneous solution
resulted. The addition of 15' ‘parts of ‘butanol
caused the solution to become milky due to the
precipitation of the monoresinate. The monol
alkoxide diresinate is rquitesoluble in butanol.
Example 3
I
alkoxide monoresinate is prepared by reacting
aluminum trialkoxide and ‘rosin in the proportion
of 1 mol of aluminum trialkoxide to 1*mol of
rosin, either with or without distilling oil the al
cohol set free. The aluminum trialkoxide 'may
be prepared as illustrated in Examples 3 and 4,
' if so desired.
While ' aluminum ‘triisopropoxide
' and aluminum tributoxide have been used ‘as the
aluminum trialkoxides, other trialkoxides of alu
minum, such as methoxide, ethoxide, propoxide,
etc., may be used. However, it is preferable to»
use the triisopropoxide or tributoxide, since alu
minum trlisopropoxide and tributoxide are more
readily prepared, the triisopropoxide being the
lower ‘boiling and, therefore,v the more readily
5 puri?ed, and the methoxide and ethoxide are
both quite insoluble in most solvents and, there
fore, di?icult to work with.
Reaction may be carried out in the-presence‘ or
‘ absence of an anhydrous solvent which does not
react with the product. Hence, in place of Var
sol and butanol shown in Example 1, other suit‘
able solvents, such as a high boiling petroleum
fraction (boiling point about'163° C.) at a tem
2.3 parts of granular'aluminumv were dissolved
perature above 155° C., boiling tetralin, xylene,
in- 810 parts of anhydrous butanol at'the re-' 3
may be used. Lower boiling solvents may be used,
but it is then more di?icult ‘to remove the ale
cohol set free in the reaction by"-distillation. ‘In
the case of oleoresin, the solvent ‘may be the tur
pentine of the oleoresin. If it is desired tormake
?uxing temperature and, then while hot, a so
lution of '25 parts of abietic acid in anhydrous
butanol was added to the aluminum tributoxide
solution. Immediate precipitation of the alumi
num dibutoxide monoresinate occurred. Itwas
use of a solution of aluminum dialkoxide mono
isolated by ?ltration and dried under vacuum at
70° C. 36.5 parts of aluminum dibutcxide mono;
ple, toluene, héxana-isoprop'yl ether, ‘carbontet
resinate, a suitable solvent would be, for'exam
rachloride. It is also advantageous‘to carry out
The ?ltrate on evapo
the reaction in the presence of a solvent that can
ration to dryness gave only a 0.1 part residue.
The ash content of the product was 11.7% 150 also be used as the solvent for the product.
resinate were obtained.
‘2,404,255
3
4
Any of the solvents for the product may be used,
ing aluminum triisopropoxide and rosin crystals
.vinetheproportion of ‘1 .mol of‘ aluminum triiso
and the alooholzset ‘free in the reaction removed
‘
or not as may be desired.‘
»-
'propox-ide toil mol of-.rosin crystalsini‘the pres
,
ence of an anhydrous solvent.‘
Since the alkoxide group of the aluminum di
yalkoxide monoresinate is readily hydrolyzed by 5. _ ' 7. The method of producing aluminum diiso
,propoxide monoresinate which comprises react
water, anhydrous conditions must be used in‘prep
ing aluminum triisopropoxide and rosin crystals
aration of the monoresinate and dry solvents
must be used.
.
.
..
_
.
.
.in the proportion of 1 mol of aluminum triiso
propoxide to 1 mol of rosin crystals in the pres
ence of ‘an anhydrous solvent, distilling off the
alcohol set free, and recovering aluminum diiso
.
The ‘term’ “rosin” as defined herein and in the
claims, and which may be used in the prepara
tion of the aluminum dialkoxide monoresinates, _
includes any Wood or gum rosin; rosin crystals, Vtpropoxide monoresinate from the solution.
8.‘ The method of producing aluminum diiso
oleoresin, rosin acids obtainable therefrom, such
propoxide monoresinate which comprises react?
as abietic acid, pimaric acid, sapinic acid, et'c.,1as '
well as mixtures thereof. In addition, it in 15 ing under anhydrous conditions aluminum tri
isopropoxide and polymerized rosin in the ,pro
cludes the modi?ed rosins, such as hydrogenated
portion of 1 mol of aluminum triisopropoxide to
rosin, heat-treated :rosin,,polymerized rosin, and
thelike.
‘
.
V
‘
.
lmol of polymerizedrosin.
_
.
9..The method of producing aluminum diiso
propoxide monoresinate which comprises react
ing aluminum triisopropoxide and polymerized
In carrying out the process describedin the
invention, an. aluminum trialkoxide, such as, for
example, aluminum triisopropoxide, and rosin are
reacted in the proportion of 1 mol of aluminum
rosin in the proportion of 1 mo1 of aluminum tri
isopropoxide to 1 mol of polymerized rosin in the
trialkoxide to 1 mol of rosin, and, if desired, the .
presence of .an anhydrous solvent. .
alcohol set .free may-be distilled o?. . The reac
10. The method of producing aluminum diiso
tion may be carried out in the presence or ab .25
propoxide monoresinate which comprises react
sence :of .an anhydrous'solvent. If the alcohol
has been driven o?, butanol, acetone, or ethanol
‘may be added to the residue and aluminum di~
ing aluminum triisopropoxide and polymerized
alkoxide monoresinate will .be precipitated as a
triisopropoxide to 1 mol of polymerized rosin in
rosin in the proportion of 1. .mol of aluminum
resin;v ‘The product can be easily recovered by 30 the presence of an anhydrous vsolvent, distilling
oiT the alcohol set free, and recovering aluminum
?ltration. Any other suitable method of rec'over- ‘
diisopropoxide monoresinate ‘from the solution.
> ing, the» ‘aluminum dialkoxide monoresinate may
‘ll/The method of producing aluminum :diiso
beused'.
..
'
>
_
,.-'
i
e
propoxide monoresinate which comprises react
‘If :a solution of aluminum‘ dialkoxide mono
resinate-is desired, the rosinsandlaluminum tri
35 ing under anhydrous conditions aluminum tri- -
alkoxide may be dissolved, for example,~~ in “a
‘hydrocarbon solvent, and a clear solution of alu
isopropoxicle and hydrogenated rosin in the pro
portion of 1 mol of aluminum triisopropoxide to
minum dialkoxide monoresinate results.
1 mol of hydrogenated rosin.
2
--
-
j
.
'
a,
,
v12. The method of- producing aluminum; di
composition of matter, aluminum dialkoxide 40 isopropoxide monoresinate which comprises re
acting aluminum triisopropoxide and hydrogen
monoresinate, free of excess acid and 'impurie
ated rosin in the proportion of 1 mol of alumi
ties, and a method for ‘preparing it. The mono"
num triisopropoxide to 1 mol of hydrogenated
resinate .is a de?nite compound ‘which is rela
rosin in, the presence of an anhydrous solvent.
tively insoluble in cold and boiling acetonalalco
13. The method of producing aluminum di
hol; carbitol, and _methyl cello‘solve acetate.’ Fur
isopropoxide monoresinate which comprises re
thermore, it"is insoluble in 'butano‘l in contrast
acting aluminum triisopropoxide and hydrogen
with the alkoxide diresinate and triresinate, both
ated rosin invthe proportion of 1 mol of alumi
of'wl'iich
howevensoluble
are quite
‘in isopropyl
soluble inalcohol.
this alcohol. It
num 'triisopropoxide to 1 mol of hydrogenated
50
rosin ‘in the presence of an ‘anhydrous solvent‘,
-'_What 'Iclaim and. desire to protect by Letters
- .There is thus'provided by the'invention ‘a new
Patent
is:
I
’
‘
,
~
distilling off- the alcohol set “free, and recovering
aluminum diisopropoxide‘monoresinate from the
'
'1. As a productyan aluminum dialkoxide'mono
resinate selected from the group consisting of
aluminum diisopropoxide monoresinate and alu
minurndibutoxide monoresinate. -
< '
solution.
'
'
'
’
'
.
aluminum triisopropoxide. and aluminum tribut;
propoxide monoresinate which comprises sreact~
ing under anhydrous conditions aluminum tri
isopropoxide and rosin in 'the'proportion of i 1
mol of aluminum ltrii'sopropoxide to 1 vmol of
'
.
.
I
>
oxide with rosin in theproportion of 1 molcf
said aluminum alkoxide to 1 mol, of rosin.
‘
.4. The method of producing aluminum diiso
rosin.
=
'
alkoxide selected; .from'the group consisting-of
.
3. As a product, aluminum ‘dibutoxidemono
resirrate.
,
ingpunder anhydrous conditions an aluminum -tri-'
2.. .As. a product, aluminum diisopropoxide
monoresinate.
,
14. The method of producing an aluminum di
55 alkoxide monoresinate whichv comprises react
,
‘
‘
'5. The method of‘producing ‘aluminum diiso
' propoxide monoresinate which comprises react
ring under anhydrous iconditionsaluminum tri
isopropoxide and rosin crystals in the proportion
60
,
15. The method of producing an aluminum
dialkoxide monoresinate which comprises reach
ing under anhydrous ‘conditions an aluminum tri~
alkoxide selected from thengroup iconsist-ingwcf
aluminum triisopropoxide and aluminum tribute
‘oxide with rosin in theproportion of l 'molof
: said aluminum trialkoxide to lmol of'rosin. con
tacting the aluminum'dialkoxide monoresinate
so formed with anhydrous butanol, and separate
of 7-1 :mol of aluminum tri‘isopropoxide to 1 mol 70 ing said aluminum dialkoxide monoresin-atepin
of resin vcrystals.
"
~
.
-.
‘
puri?ed state as a residue insoluble vin-Isai‘d huta?
6. ‘The method of producing alriminum‘diiso
propoxi'de v'm‘onores'matel which comprises react
nol.
HAROLD
' a
M;
1 SPURLIN'...
1
,
Документ
Категория
Без категории
Просмотров
0
Размер файла
367 Кб
Теги
1/--страниц
Пожаловаться на содержимое документа