Phthalates are by far the most widely used plasticisers, primarily to make soft
and flexible polyvinyl chloride (PVC) for the applications in the industry of
automotive, building & construction material, cable, flooring, medical
device and toys. Phthalates make the long polyvinyl molecules to slide against
one another. Minor quantity of phthalates are used in adhesives, caulk,
sealants, paint to improve work performance. Small molecule phthalates are used
as solvents in perfumes to provide longer linger longer and in nail polish to
prevent chipping. They are also used as ingredients of insect repellents, as
solvents in lacquer and pesticides, and as dye carrier. They are used as textile
lubricating agents and as solid rocket propellents. Phthalates are produced by
the reaction of phthalic anhydride with appropriate alcohols from methanol up to
isodecanol (C13), either as a straight chain or with some branched in the
presence of concentrated sulphuric acid as a catalyst. Excess alcohols are
recovered and recycled and phthalates are purified by vacuum distillation and/or
activated charcoal. A wide range of phthalates of varying chain length and
structure provides each adequate properties and cost-effective for various
processing and mechanical requirements. C8 - C9 phthalates, such as di-2-ethyl
hexyl phthalate (DEHP or called DOP), diisodecyl phthalate (DIDP) and diisononyl
phthalate (DINP) are the most widely used general purpose phthalates. DOP is the
dominant plasticizer used in PVC, providing low cost. Short chain phthalates (C3
- C7) are used when rapid setting and stain resistance is required. 2-Ethyl
hexanol, produced by the dimerisation of butyraldehyde obtained from propylene,
is cheaper than isononyl alcohol which are prepared by the carbonylation of an
olefin. Long chain phthalates (C11 - C13) are used when high temperature
stability is required. C1 and C2 phthalates are used as solvents. Special
phthalates which contain aromatic ring in the side chain are used when
fast-fused is required. Diallyl phthalate is used as a crosslinking agent,
plasticizer or dying carrier for polyesters.
Plasticizer
|
CAS #
|
FORMULA
|
Dimethyl phthalate
(DMP) | 131-11-3 | C6H4(COOCH3)2 |
Diethyl phthalate
(DEP) | 84-66-2 | C6H4(COOC2H5)2 |
Diallyl Phthalate
(DAP) | 131-17-9 | C6H4(COOCH2CH=CH2)2
|
Di-n-propyl phthalate
(DPP) | 131-16-8 | C6H4(COOCH2CH2CH3)2 |
Di-n-butyl phthalate
(DBP) | 84-74-2 | C6H4[COO(CH2)3CH3]2 |
Diisobutyl phthalate
(DIBP) | 84-69-5 | C6H4[COOCH2CH(CH3)2]2
|
Butyl cyclohexyl phthalate
(BCP) | 84-64-0 | CH3(CH2)3OOCC6H4COOC6H11
|
Di-n-pentyl phthalate
(DNPP) | 131-18-0 | C6H4[COO(CH2)4CH3]2 |
Dicyclohexyl Phthalate
(DCP) | 84-61-7 | C6H4(COOC6H11)2 |
Butylbenzyl phthalate
(BBP) | 85-68-7 | CH3(CH2)3OOCC6H4COOCH2C6H5 |
Di-n--hexyl phthalate
(DNHP) |
84-75-3 |
C6H4[COO(CH2)5CH3]2
|
Diisohexyl phthalate
(DIHxP) |
146-50-9 |
C6H4[COOCH2CH(CH3)4]2 |
Diisoheptyl phthalate
(DIHpP) | 41451-28-9 | C6H4[COOCH2CH(CH3)5]2
|
Butyl decyl phthalate
(BDP) |
89-19-0 |
CH3(CH2)3OOCC6H4COO(CH2)9CH3 |
mixture of C7
- C11 alkyl esters |
39393-37-8 |
|
Di-(2-ethylhexyl) phthalate
(DEHP or DOP) | 117-81-7 | C6H4[COOCH2CH(C2H5)(CH2)3CH3]2 |
Di(n-octyl) Phthalate
(DNOP) | 117-84-0 | C6H4[COO(CH2)7CH3]2 |
Diisooctyl
phthalate (DIOP) | 27554-26-3 | C6H4[COOCH2CH(CH3)6]2 |
mixture of C8
- C10 branched alkyl esters (C9 rich) | 68515-48-0 | C6H4(COOC9H19)2
|
n-Octyl n-decyl phthalate
(ODP) | 119-07-3 | CH3(CH2)7OOCC6H4COO(CH2)9CH3
|
Diisononyl phthalate
(DINP) | 28553-12-0 | C6H4(COOCH2CH(CH3)7)2
|
Diisodecyl phthalate
(DIDP) | 26761-40-0 | C6H4(COOCH2CH(CH3)9)2
|
mixture of C9
- C11 branched alkyl esters (C10 rich) |
68515-49-1 |
C6H4(COOC10H21)2
|
Diundecyl phthalate
(DUP) | 3648-20-2 | C6H4[COO(CH2)10CH3]2 |
Diisoundecyl phthalate
(DIUP) |
85507-79-5 |
C6H4[COOCH2CH(CH2)9]2
|
Ditridecyl phthalate
(DTDP) | 119-06-2 | C6H4[COO(CH2)12CH3]2 |
Diisotridecyl phthalate
(DITCP) | 68515-47-9 |
C6H4[COOCH2CH(CH2)11]2 |
DINP is a general ,next to DOP,plasticizer. Heat resistance, low temperature
resistance and volatility resistace are properties are usd to PVC.
http://www.chemcas.com/ Material
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http://www.cpsc.gov/ DINP
IDENTITY: Before addressing the toxicological data,
it is important to discuss the identity of the chemical
substance for which those data have been generated.
In its data call-in notice for DINP and four other chemicals/chemical
groups, OEHHA provided no CAS number for DINP. OEHHA
and CIC consideration of DINP should be specific with
reference to CAS Registry numbers (CASRNs) 68515-48-0
and 28553-12-0, which designate DINP as commercially
produced and distributed. Unlike most lower molecular
weight phthalates, DINP is not composed of a single
molecule. Rather, it is produced by reaction of a phthalate
moiety with alcohols. The majority of these alcohols
have nine carbons (C9), but in various isomeric configurations.
In addition, the alcohol fraction includes C8 and C10
alcohols. Since each phthalate has two hydrocarbon ˇ°armsˇ±,
some molecules within commercial DINP have one arm that
is C9, the other C8 or C10, and so forth. Thus, commercial
DINP is not simply phthalate molecules with two C9 arms,
but a complex substance consisting of C8-, C9- and C10-containing
molecules. C9/C9 molecules predominant, but are not
the only species.
www.regulations.gov/ DINPs
constitute a family of di-ester phthalates widely used
as plasticizers. They are colorless, oily liquids with
high boiling points, low volatility, and low water solubility
(i.e., less than one :g/L). Multiple CAS Registry Numbers
are associated with DINP: 28553-12-0, 71549-78-5, 14103-61-8
and 68515-48-0. However, there is no single generic
CAS Registry Numbers that represents all DINPs. The
chemicals represented by CAS Registry Number 28553-12-0
and 71549-78-5 consist of mixtures of DINP isomers (compounds
which have the same molecular formula but differ in
the arrangement of their atoms). CAS registry number
14103-61-8 represents a single isomeric structure of
DINP. The molecular formulas of these nine-carbon alkyl
ester moieties are the same for these DINP isomers.
However, they differ in structure as a result of the
specific branching within the alkyl ester moieties.
The material represented by CAS Registry Number 68515-48-0
is also considered a DINP. It differs from the materials
represented by the other three CAS Registry Numbers
in that it consists of di-ester phthalates with nine-carbon
alkyl ester moieties (approximately 70% by weight) mixed
with lesser amounts of di-ester phthalates with eight-
and ten-carbon alkyl ester moieties. Some DINP products
are further identified as DINP1, DINP2, or DINP3 based
upon the manufacturing process used in their production.
Depending on the manufacturing process used, the quantitative
ratio of isomers which make up the final DINP product
will vary. DINP1 is identified by CAS Registry Number
68515-48-0. DINP2 and DINP3 are identified by the same
CAS Registry Number, 28553-12-0. Additional information
on the various names used to identify DINP by CAS Registry
Number and the composition of various products can be
found in Chapter Two, Chemistry and Fate Assessment.
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