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Analytical, in vitro and in vivo metabolic studies of short chain cyclic polyester oligomers (lactones) from polyurethane laminating adhesives
Descriptive
TitleInfo
Title
Analytical, in vitro and in vivo metabolic studies of short chain cyclic polyester oligomers (lactones) from polyurethane laminating adhesives
Name
(type = personal)
NamePart
(type = family)
Zhang
NamePart
(type = given)
Nan
NamePart
(type = date)
1988-
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Nan Zhang
Role
RoleTerm
(authority = RULIB)
author
Name
(type = personal)
NamePart
(type = family)
Hartman
NamePart
(type = given)
Thomas G.
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Thomas G. Hartman
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
chair
Name
(type = personal)
NamePart
(type = family)
Schaich
NamePart
(type = given)
Karen M.
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Karen M. Schaich
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
(type = personal)
NamePart
(type = family)
HO
NamePart
(type = given)
CHI-TANG
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CHI-TANG HO
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
(type = corporate)
NamePart
Rutgers University
Role
RoleTerm
(authority = RULIB)
degree grantor
Name
(type = corporate)
NamePart
Graduate School - New Brunswick
Role
RoleTerm
(authority = RULIB)
school
TypeOfResource
Text
Genre
(authority = marcgt)
theses
OriginInfo
DateCreated
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2014
DateOther
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(type = degree)
2014-10
CopyrightDate
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2014
Place
PlaceTerm
(type = code)
xx
Language
LanguageTerm
(authority = ISO639-2b);
(type = code)
eng
Abstract
(type = abstract)
Polyurethane (PU) laminating adhesive for food packaging is often formulated with polyester polyol to impart soft chain segments for the material’s flexibility. Polyester polyol synthesis results in undesirable, low molecular weight cyclic oligomer by-products which are commonly observed in Food and Drug Administration (FDA) migration studies. Currently, only a few cyclic polyester migrants were identified and published, many other possible structures are still to be characterized. There is also a lack of information regarding the prevalence and toxicology of these migrants. From the migration study data reports of 518 industrial laminates, we were able to identify 23 new short chain cyclic polyesters and 4 linear chain esters from PU adhesives. A tabulated summary on the frequency of occurrence for all cyclic polyester migrants that we have identified so far reveals that diethylene glycol adipate cyclic diester (DEG-AA), diethylene glycol isophthalate cyclic diester (DEG-IPA), neopentyl glycol adipate cyclic diester (NPG-AA) and di-neopentyl glycol adipate cyclic diester (NPG-AA 2+2) to be the migrants for our initial metabolism studies. We hypothesize that the mammalian non-specific esterase would hydrolyze these cyclic oligomers into their corresponding monoester and monomer precursors. Our metabolism studies focused on the hydrolysis of cyclic oligomers with porcine liver esterase (PLE). We used a combination of GC-MS and GC-FID with trimethylsilyl derivatization methods for analysis. We also investigated the hydrolysis of cyclic oligomers with human liver S9 fraction, a complex enzyme system which is often used in the Ames test to assess a substance’s mutagenic potential. Finally, we collaborated with other labs to analyze for the in vivo metabolites of NPG-AA 2+2 from mouse plasma. The results show stepwise enzymatic conversion of cyclic oligomers to their open ring monoesters followed by the complete hydrolysis to monomers. Different types of cyclic polyester migrants showed different resistance to enzyme hydrolysis under the same test conditions. Experimental parameters such as substrate levels, incubation time, enzyme concentration and surfactant addition were found to influence the degree of hydrolysis. Also, NPG-AA 2+2 was found to rapidly and completely break down in mice. All of the information is useful for future safety assessment investigations.
Subject
(authority = RUETD)
Topic
Food Science
Subject
(authority = ETD-LCSH)
Topic
Food--Packaging
Subject
(authority = ETD-LCSH)
Topic
Polyurethanes
Subject
(authority = ETD-LCSH)
Topic
Adhesives
Subject
(authority = ETD-LCSH)
Topic
Lactones
RelatedItem
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TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier
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Identifier
ETD_5951
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electronic resource
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application/pdf
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text/xml
Extent
1 online resource (ix, 83 p. : ill.)
Note
(type = degree)
M.S.
Note
(type = bibliography)
Includes bibliographical references
Note
(type = statement of responsibility)
by Nan Zhang
RelatedItem
(type = host)
TitleInfo
Title
Graduate School - New Brunswick Electronic Theses and Dissertations
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rucore19991600001
Location
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(displayLabel = Rutgers, The State University of New Jersey)
NjNbRU
Identifier
(type = doi)
doi:10.7282/T3TT4SKG
Genre
(authority = ExL-Esploro)
ETD graduate
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Rights
RightsDeclaration
(ID = rulibRdec0006)
The author owns the copyright to this work.
RightsHolder
(type = personal)
Name
FamilyName
Zhang
GivenName
Nan
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime
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(qualifier = exact);
(point = start)
2014-09-29 21:01:27
AssociatedEntity
Name
Nan Zhang
Role
Copyright holder
Affiliation
Rutgers University. Graduate School - New Brunswick
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Type
License
Name
Author Agreement License
Detail
I hereby grant to the Rutgers University Libraries and to my school the non-exclusive right to archive, reproduce and distribute my thesis or dissertation, in whole or in part, and/or my abstract, in whole or in part, in and from an electronic format, subject to the release date subsequently stipulated in this submittal form and approved by my school. I represent and stipulate that the thesis or dissertation and its abstract are my original work, that they do not infringe or violate any rights of others, and that I make these grants as the sole owner of the rights to my thesis or dissertation and its abstract. I represent that I have obtained written permissions, when necessary, from the owner(s) of each third party copyrighted matter to be included in my thesis or dissertation and will supply copies of such upon request by my school. I acknowledge that RU ETD and my school will not distribute my thesis or dissertation or its abstract if, in their reasonable judgment, they believe all such rights have not been secured. I acknowledge that I retain ownership rights to the copyright of my work. I also retain the right to use all or part of this thesis or dissertation in future works, such as articles or books.
RightsEvent
DateTime
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(qualifier = exact);
(point = start)
2014-10-31
DateTime
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2015-10-31
Type
Embargo
Detail
Access to this PDF has been restricted at the author's request. It will be publicly available after October 31st, 2015.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
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Technical
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ETD
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windows xp
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