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Патент USA US2411899

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" 2,411,899
Patented'Dec. 3, 01946
UNITED STATES PATENT OFFICE‘.
2,411,899 _
TREATIWENT OF ACRYLIC ESTER
POLYMERS
Stephen T. Semegen, Akron. Ohio, assignor to
The B. F. Goodrich Company, New York, N. Y.,
a corporation of New York
No Drawing. Application May 9, 1945,
Serial No. 592,923
20 Claims. (01. 260-837
This invention relates to a method for curing
acrylic ester polymers and pertains more specif
ically to, a method for transforming such poly
mers from soft, plastic materials to tough, resil
ient products similar to vulcanized rubber.
I have found that such transformation may
be accomplished by dispersing in the polymer a
small amount ‘of an alkali metal salt of silica
and heating the resulting composition. Among
the silicates which may be employed are crys
talline hydrated sodium metasilicate, sodium di
'
2
, Of methyl acrylate. The esters themselves may
be prepared in a conventionalmanner by react
ing the appropriate alcohol with acrylic acid or
acrylic acid chloride under esteri?cation condi
tions, vor by other known methods. The polymer
need not be made solely-from an ester of acrylic
acid, but may be a plastic polymer made by the
polymerization of a substantial proportionlof an
ester of acrylic acid, with another material co
' polymerizable therewith, such as, for example,
10 vinyl halide, vinyl esters, vinylidene halide, and
sliciate, water glass, potassium metasilicate, p01
tassium disilicate, lithium metasilicate, and the ,
other ethylenic compounds.
- As an example of'the process of this invention,
a plastic polymer of methyl acrylate was mixed
like. The hydrated alkali metal silicates are par-.
on ‘a roll mill with 10% by weight of crystalline
ticularly useful. The amount of silicate em 15 hydrated sodium metasili'cate; the mixture was
ployed is not critical, butmay vary over a wide
heated ina mold about 60 minutes ‘at a tempera
range from about 2 to about 25% by weight'of, ' ture of 275 to 320° F. The product no longer pos
the polymer, although‘ it is generally preferred
sessed the plastic properties of the original poly
to use'from about 5 to about 20% by weigh . ,The
'but on the contrary, resembled a strong,
silicate may be dispersed'in the polymer composi-3 20 met,
well-vulcanized
soft rubber. Similar results may
tion by any of the usual methods; for example,
be obtained with other polymeric acrylic esters.‘
by mixing it with the solid plastic polymeron a
Any of the usual pigments and ?llers common
roll mill, or by adding the silicate in ?nely di
vided form to a solution of the polymer in a suit
able organic solvent. ' The silicate may also ‘be 25
mixed with thepolymer by adding it either as a
ly used in the rubber and plastics industries may
be added to the composition without any delete
'rious effect upon the vulcanization process. Sof
teners, plasticizers, and other ingredients may
also be employed if so desired.
The time and temperature at‘ which the com
ester polymer.
.
I
position need be heated in order to bring about
The polymers to which my new process may 30 the
desired change, in properties varies with the ‘
be applied include any plastic or fusible polymers ‘
particular polymer employed, as well as with the
made by the polymerization of an ester of acrylic
kind and amount Of silicate in the composition.
acid. Although some esters of- acrylic acid, for
Although the process may be carried out by heat
example, allyl acrylate or ethylene glycol di
the composition for a very long time at tem
acrylate, may be polymerized 'to give a hard, 35 ing
peratures‘below 200° F., for practical purposes it
brittle material having a very highv melting point,
is generally necessary to ‘employ a temperature
- it is also possible to obtain plastic or fusible poly
between about 200° F. and 400° F., preferably be
' mers from such esters; these plastic polymers __
tween 250 and about 325° I‘. At these tempera
may be treated by the process of my invention in
the time required to obtain the desired re
order to toughen them; The process of this in 40 tures
sults
varies
between about 15 minutes and two
vention is of greatest importance, however, when
hours,
depending
upon the particular tempera
applied to plasticpolymers made by the poly
ture ‘and polymer employed.
'
merization of esters‘of acrylic acid with saturated
' The product adheres strongly to many mate
solid or in the form of anaqueous solution or
dispersion to an aqueous dispersion of the acrylic .
aliphatic monohydric _ alcohols. Among such
polymers are those made by the polymerization of
2-,-chlorethyl acrylate, beta-diethylaminoethyl
acrylate, 2-methoxyethyl acrylate, , 2-ethoxyethyl
acrylate, 2-lbutoxy'ethyl acrylate, and, they like.
Particularly important are ; polymers Y made by
.the polymerization of alkylesters of acrylic acid,
such as methyl acrylate, ethyl acrylate, n-propyl
acrylate, , isobutyl vacrylate, n-amyl
acrylate,
lauryl acrylate, and the like. All of the foregoing
rials such as vWood and textile fabrics, and can
‘thereforebe used in the manufacture of com
posite products, such as are made from rubber,
andi'n cases in which it does not adhere directly,
it can be. secured-to other materials by means of
adhesive cement, such as solutions of chlorinated
rubber. The product is accordingly useful in the
manufacture of ‘such typical articles as im
pregnated and coated fabrics, molded goods in
great variety, ‘belting, hose, pneumatic tires,
esters of acrylic acid mayjbe polymerizedby the
55
flooring,
and
others. .
methods commonly employed for polymerization
2,411,899
4
This application is a continuation-in-part of
10. The process of curing a plastic polymer of
an alkyl ester of acrylic acid, which comprises
heating said polymer at about 250° to about
325° F. with from about 2 to about 25% by
weight of hydrated sodium silicate dispersed
my copending application, Serial No. 453,027, ?led
July 31, 1942.
Although I have herein disclosed speci?c em
bodiments of‘my invention, I do not intend to
limit myself solely thereto, but to include all of
the obvious variations and modi?cations falling
within the spirit and scope of the appended
therein.
11. A cured polymer composition made by
heating a plastic polymer of an ester of acrylic
I claim:
,
10 acid with from about 2 to about 25% by weight
of an alkali metal salt .of silica dispersed
1. The process of curing a plastic polymer of an
therein.
ester of acrylic acid, which comprises heating said
12. A cured ‘polymer composition made by
polymer with from about 2 to about 25% by
heating a plastic polymer of a saturated ali
weight of an alkali metal salt of silica dispersed
phatic monohydric alcohol ester of acrylic acid
therein.
15
with from about 2 to about 25% by weight of
2. The process of curing aplastic polymer of a
an alkali metal salt of silica dispersed therein.
saturated aliphatic monohydric alcohol ester of
13. A cured polymer composition made by
acrylic acid, which comprises heating said poly
heating a plastic polymer of a saturated ali
mer with from about 2 to about 25% by weight of
phatic monohydric alcohol ester of acrylic acid
an alkali metal salt of silica~ dispersed therein.
20
with from about 2 to about 25% by weight of
3. The process of curing a plastic polymer of a
sodium silicate dispersed therein.
saturated aliphatic monohydric alcohol ester of
14. A cured polymer composition made by
acrylic acid, which comprises heating said poly
heating a plastic polymer of an alkyl ester of
mer with. from about 2 to about 25% by weight
of sodium silicate dispersed therein.
25 acrylic acid with from about 2 to about 25%
by weight of an alkali metal salt of silica dis
4. The process of curing a plastic polymer of
persed therein.
an alkyl ester of acrylic acid, which comprises
heating said polymer with from about 2 to about
15. A cured polymer composition made by
25% by weight of an alkali metal salt of silica
heating a plastic ‘polymer of an alkyl ester of
dispersed therein.
30 acrylic acid with from about 2 to about 25%
5. The process of curing a plastic polymer of
by weight of sodium silicate dispersed therein.
an alkyl ester of acrylic acid, which comprises
16. A cured polymer composition made by
heating said polymer with from about 2'to about
heating a plastic polymer of ethyl acrylate with
25% by weight of sodium silicate dispersed there
from about v2_ to about 25% by weight of an
in. 35 alkali metal salt of silica dispersed therein.
6. The process of curing a plastic polymer of
17. A cured polymer composition made by
ethyl acrylate which comprises heating said
heating a plastic polymer of ethyl acrylate with
polymer with from about 2 to about 25% by
from about 2 to'about 25% by weight of sodium
weight of an alkali metal salt of silica dispersed
silicate dispersed therein.
therein.
18. A cured polymer composition made by
40
7. The process of curing a plastic polymer of
heating a plastic polymer of a saturated aliphatic
ethyl acrylate, which comprises heating said
monohydric alcohol ester of acrylic acid at about
polymer with from about 2 to about 25% by
250° to about 325° F. with from about 2 to about
weight of sodium silicate dispersed therein.
25% by weight of a hydrated alkali metal salt
8. The process of curing a plastic polymer of
of silica dispersed therein.
a saturated aliphatic monohydric alcohol ester of
19. A cured polymer composition made by
acrylic acid, which comprises heating said poly
heating a plastic- polymer of an alkyl ester of
mer at about 250° to 325° F. with from about 2
acrylic acid at about 250° to about 325° F, with
to about 25% by weight of a hydrated alkali
from about 2 to about 25% by weight of a hy
metal salt of silica dispersed therein. "
drated alkali metal salt of silica dispersed therein.
9. The process of curing a plastic polymer of
20. A cured polymer composition made by
an alkyl ester of acrylic acid, which comprises
heating
a plastic polymer 01' an alkyl ester of
heating said polymer at about 250° to about
acrylic acid at about 250° to about 325° F. with
325° F., with from about 2 to about 25% by
from about 2 to about 25% by weightof hydrated
weight of a hydrated alkali ‘metal salt oi’ silica
sodium silicate dispersed therein.
.
claims.
‘
'
dispersed therein.
>
,
, ' STEPHEN T. ‘SEMEGEN.
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