Polybutadiene composition

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Processes of preparing a desired or intentional composition...

Reexamination Certificate

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Reexamination Certificate

active

06756432

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to polybutadiene compositions.
BACKGROUND OF THE INVENTION
Polybutadiene polymers having butadiene units as their polymerization unit have been widely used for the production of various molded articles, since they exhibit same strength and elastic property as vulcanized elastomers. However, polybutadiene polymers are apt to form gelled product by heat-melting, which led to bad appearance of molded articles produced therefrom.
SUMMARY OF THE INVENTION
According to the present invention, formation of gelled products is efficiently prevented and the composition of the present invention is suitably used for the production of molded articles.
The present invention provides:
a polybutadiene composition comprising:
(a) (a-1) a polybutadiene type polymer, and
(a-2) at least one compound selected from
a compound of formula (I-1):
or a compound of formula (I-2):
wherein R
11
, R
12
, R
13
, R
14
, R
15
, R
16
, R
17
, R
18
, R
21
, R
22
, R
23
, R
24
, R
25
, R
26
, R
27
, and R
28
are the same or different and independently represent a hydrogen atom, an alkyl group, an alkoxy group, a benzyloxy group, a hydroxy group, a carboxyl group, an acyl group, an acyloxy group, an alkoxycarbonyl group, or a benzyloxycarbonyl group; or
(b) (b-1) a polybutadiene type polymer, and
(b-2) a compound of formula (II):
wherein R
1
, R
2
and R
4
independently represent a hydrogen atom, or an alkyl group,
R
3
represents a hydrogen atom, an alkyl group, an alkoxy group, a hydroxy group, or an acetyl group,
R
5
, R
6
, R
7
and R
8
independently represent a hydrogen atom, an alkyl group, or a phenyl group which may be substituted with an alkyl group, and
R
9
and R
10
independently represent a hydrogen atom, an alkyl group, or an alkenyl group; or
(c) (c-1) a styrene-butadiene copolymer, and
(c-2) a benzoin compound;
an article molded from the composition as described above, and processes for producing the composition and the article.
DETAILED DESCRIPTION OF THE INVENTION
A description will be made to a first aspect of the polybutadiene composition, which comprises
(a-1) a polybutadiene type polymer, and
(a-2) at least one compound selected from a compound of formula (I-1) or a compound of formula (I-2).
The polybutadiene polymer that may be used in the present invention means a polybutadiene polymer comprising butadiene, as a monomer unit, or a copolymer comprising butadiene and another monomer.
Examples of the polybutadiene type polymer described above include, for example, polybutadiene, styrene-butadiene copolymers, acrylonitrile-butadiene copolymers, acrylonitrile-butadiene-styrene copolymers, styrene-butadiene block copolymers and high-impact polystyrenes. These butadiene polymers can be produced by a conventional polymerization method such as a solution polymerization method, an emulsion polymerization method, a bulk polymerization method or the like. The polybutadiene polymer may be either a resin or a rubber.
The polybutadiene may be a polybutadiene rubber produced by a solution polymerization method or an emulsion polymerization method.
Preferred polybutadiene type polymer in (a) is polybutadiene polymer, styrene-butadiene copolymer, acrylonitrile-butadiene copolymer, or styrene-butadiene block copolymer.
More preferred polybutadiene type polymer in (a) is styrene-butadiene block copolymer.
R
11
, R
12
, R
13
, R
14
, R
15
, R
16
, R
17
, R
18
, R
21
, R
22
, R
22
, R
23
, R
24
, R
25
, R
26
, R
27
, and R
28
groups in the compounds of formula (I-1) and formula (I-2) will be explained below.
Examples of the alkyl group include, for example, an alkyl group having about 1 to 6 carbon atoms.
Specific examples thereof include, for example, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a t-butyl group, a 2-ethylbutyl group, a n-pentyl group, a 1-methylpentyl group, a 1,3-dimethylbutyl group, a n-hexyl group, a cyclopentyl group, a cyclohexyl group and the like.
Examples of the alkoxy group include, for example, an alkoxy group having about 1 to 6 carbon atoms.
Specific examples thereof include, for example, a methoxy group, an ethoxy group, a n-propoxy group, an isopropoxy group, a n-butoxy group, an isobutoxy group, a sec-butoxuy group, a t-butoxy group, a 2-ethylbutoxy group, a n-pentyloxy group, a 1-methylpentyloxy group, a 1,3-dimethylbutyloxy group, a n-hexyloxy group, a cyclopentyloxy group, a cyclohexyloxy group and the like.
Examples of the acyl group include, for example, an alkanoyl group having about 1 to 6 carbon atoms, a benzoyl group and the like.
Specific examples thereof include, for example, an acetyl group, a propoinyl group, an isopropionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovarelyl group, a pivaroyl group, a hexanoyl group, a cyclopentylcarbonyl group and the like.
Examples of the acyloxy group include, for example, an acyloxy group having about 1 to 6 carbon atoms.
Specific examples thereof include, for example, an acetyloxy group, a propoinyloxy group, an isopropionyloxy group, a butyryloxy group, an isobutyryloxy group, a valeryloxy group, an isovarelyloxy group, a pivaroyloxy group, a hexanoyloxy group, a cyclopentylcarbonyloxy group and the like.
Examples of the alkoxycarbonyl group include, for example, an alkoxycarbonyl group having about 1 to 6 carbon atoms. Specific examples thereof include, for example,
a methoxycarbonyl group, an ethoxycarbonyl group,
a n-propoxycarbonyl group, an isopropoxycarbonyl group,
a n-butoxycarbonyl group, an isobutoxycarbonyl group,
a sec-butoxuycarbonyl group, a t-butoxycarbonyl group,
a n-pentyloxycarbonyl group, a cyclopentyloxycarbonyl group, and the like.
Preferred compounds of formula (I-1) are a compound of formula (I-1), wherein R
15
, R
16
, R
17
and R
18
are a hydrogen atom.
Specific examples of the compound of formula (I-1) include, for example, 2-chromanone, 3,4-dihydrocoumarine, 5-methyl-3,4-dihydrocoumarine, 6-methyl-3,4-dihydrocoumarine, 7-methyl-3,4-dihydrocoumarine, 8-methyl-3,4-dihydrocoumarine, 5-ethyl-3,4-dihydrocoumarine, 6-ethyl-3,4-dihydrocoumarine, 7-ethyl-3,4-dihydrocoumarine, 8-ethyl-3,4-dihydrocoumarine, 5,6-dimethyl-3,4-dihydrocoumarine, 5,7-dimethyl-3,4-dihydrocoumarine, 5,8-dimethyl-3,4-dihydrocoumarine, 6,7-dimethyl-3,4-dihydrocoumarine, 6,8-dimethyl-3,4-dihydrocoumarine, 7,8-dimethyl-3,4-dihydrocoumarine, 5-methyl-6-ethyl-3,4-dihydrocoumarine, 5-methyl-7-ethyl-3,4-dihydrocoumarine, 5-methyl-8-ethyl-3,4-dihydrocoumarine, 6-methyl-7-ethyl-3,4-dihydrocoumarine, 6-methyl-8-ethyl-3,4-dihydrocoumarine, 7-methyl-8-ethyl-3,4-dihydrocoumarine, 5-ethyl-6-methyl-3,4-dihydrocoumarine, 5-ethyl-7-methyl-3,4-dihydrocoumarine, 5-ethyl-8-methyl-3,4-dihydrocoumarine, 6-ethyl-7-methyl-3,4-dihydrocoumarine, 6-ethyl-8-methyl-3,4-dihydrocoumarine, 7-ethyl-8-methyl-3,4-dihydrocoumarine, and the like.
Specific examples of the compound of formula (I-2) include, for example, 4-chromanone, 6-methoxy-4-chromanone, 6-ethoxy-4-chromanone, 6-benzyloxy-4-chromanone, 6-hydroxy-4-chromanone, 6-carboxy-4-chromanone, 6-acetyl-4-chromanone, 6-benzoyl-4-chromanone, 6-acetoxy-4-chromanone, 6-methoxycarbonyl-4-chromanone, 6-tert-butoxycarbonyl-4-chromanone, 6-benzyloxycarbonyl-4-chromanone, 8-ethyl-4-chromanone, 8-phenyl-4-chromanone, 8-cyclohexyloxy-4-chromanone, 8-benzyloxy-4-chromanone, 8-hydroxy-4-chromanone, 8-carboxy-4-chromanone, 8-acetyl-4-hydroxychromanone, 8-benzoyl-4-chromanone, 8-acetoxy-4-hydroxychromanone, 2-phenyl-4-chromanone, 2-isopropyl-4-chromanone, 2-methyl-2-benzyl-4-chromanone, 2-hydroxybutyl-4-chromanone, and the like.
The present polybutadiene composition contains an effective amount of at least one compound of formula (I-1) or (I-2).
The polybutadiene composition of the present invention preferably contains at least one compound selected from the compound of formula (I-1) or (I-2) in an amount of 0.01 part by weight or more, preferably 0.01 part by weight or more, per 100 parts by weight of the polybutadiene type polymer. The upper limit of the amount of

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