I hereby certify that this correspondence is being
`electronically filed in the United States Patent
`and Trademark Office on Q :"-
`,
`J I
`:ZG/Y
`
`.
`
`fl/Mm flaw»
`Mark A. Bubse, Ph.D., Patent Agent
`
`REQUEST FOR CERTIFICATE OF
`CORRECTION UNDER 37 CFR 1.322
`Docket No. UF.640XT
`Patent No. 7,858,710
`
`IN TIIE UNITED STATES PATENT AND TRADEMARK OFFICE
`
`Applicants
`
`Issued
`
`Patent No.
`
`Serial No.
`
`Conf. No.
`
`For
`
`:
`
`:
`
`:
`
`:
`
`:
`
`:
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`December 28, 2010
`
`7,858,710
`
`12/298,584
`
`9582
`
`Highly Organized Polyolefm Structures
`
`Mail Stop Certificate of Corrections Branch
`Commissioner for Patents
`
`PO. BOX 1450
`
`Alexandria, VA 22313—1450
`
`
`RES 2UEST FOR CERTIFICATE OF CORRECTION
`
`UNDER 37 CFR 1.322 (OFFICE MISTAKE)
`
`Sir:
`
`A Certificate of Correction for the above-identified patent has been prepared and is
`
`attached hereto.
`
`In the left-hand column below is the column and line number where errors occurred in
`
`the patent.
`
`In the right-hand column is the page and line number in the application where the
`
`correct information appeared,
`
`.l:\UF\640XT\PTO-Misc\COC.Req.doc/DNB/ps
`
`

`

`Docket No. UF.640XT
`
`Patent No. 7,858fi7l0
`
`Patent Reads:
`
`
`
`Column 1 line I:
`
`Application Reads:
`
`Preliminary Amendment dated October 273
`2008, page 2: lines 1—] I:
`
`“HIGHLY ORGANIZED POLYOLEF IN
`STRUCTURES
`
`——HIGHLY ORGANIZED POLYOLEF IN
`STRUCTURES
`
`FIELD OF THE INVENTION”
`
`invention was made with
`subject
`The
`government support under a research project
`supported by National Science Foundation,
`Grant No. 031411.
`The government has
`certain rights to this invention.
`
`CROSS—REFERENCE TO RELATED
`
`APPLICATIONS
`
`The present application is the U .8. National
`Stage Application of
`International Patent
`Application No. PCT/US2007/067l 87: filed on
`April 23, 2007, which claims the benefit of
`US.
`Provisional Application
`Serial No.
`60/794,616, filed April 25, 2006, both of which
`are hereby incorporated by reference herein in
`their entirety, including any figures, tables, or
`drawings.
`
`FIELD OF THE INVENTION—-
`
`Column 2 line 12:
`
`Page 2, line 10:
`
`‘3‘
`
`O
`
`325m“
`
`M n
`
`H
`
`2 , n
`
`0
`
`H3C
`
`n
`
`OCH;
`
`9)
`
`--
`
`o
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`J:\UF\640XT\PTO-Misc\COC.Req.d0c/DNB/ps
`
`

`

`
`Column 6 lines 22—23:
`
`“methylene units.
`The preparation”
`
`
`Column 7 lines 4-5:
`
`“one or moZZ re”
`
`3
`
`Docket No. UF.640XT
`
`Patent No. 7,858,710
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`Page 8, lines 19—22:
`
`-—methy1ene units. On the other hand, the
`variables n in Fig. 1 represents a statistical
`value and represents an average number of
`units.
`
`The preparation——
`
`Page 10, line 5:
`
`“one or more—-
`
`
`Column 15 line 58:
`Amendment Under 37 CPR {5;
`1.111VVVVVVdaged
`September 23, 2010. page 2. claim 1:
`
`“R" is H”
`
`--R" is H——
`
`
`Column 17 lines 9—15:
`
`4‘
`
`1.1 11 dated
`Amendment Under 37 CFR §
`
`Se tember 23.2010 a e6 claim 10:
`
`73
`
`
`Column18 line 30:
`Amendment Under 37 CFR § 1.111 dated
`September 23,2010. page 7. claim 14:
`
`“of claim 13”
`
`——of claim 11--.
`
`A true and correct copy of pages 2, 8 and 10 of the specification, a copy of the
`
`Preliminary Amendment dated October 27, 2008, and a copy of the Amendment Under 37 CFR
`
`§ 1.111 dated September 23, 2010 as filed which support Applicants’ assertion of the errors on
`
`the part of the Patent Office accompany this Certificate of Correction.
`
`J:\UF\640X'l‘\PTO—MiSC\.COC.Req.doc/DNB/ps
`
`

`

`4
`
`Docket No. UF.640XT
`
`Patent No. 7,858,710
`
`The Commissioner is authorized to charge any additional fees as required under 37 CFR
`
`1.20(a) to Deposit Account No. 19—0065.
`
`Approval of the Certificate of Correction is respectfully requested.
`
`Respectfully submitted,
`
`2%: flww
`
`Mark A. Buese, PhD.
`
`Patent Agent
`Registration No. 52,669
`Phone No:
`352—375-8100
`
`Fax N0.:
`
`Address:
`
`352-372—5800
`
`PO. Box 142950
`
`Gainesville, FL 32614—2950
`
`MAB/p5
`
`Attachments: Certificate of Correction
`
`Copy of pages 2, 8 and 10 of the specification
`Copy of Preliminary Amendment dated October 27, 2008
`Copy of Amendment Under 37 CFR § 1.111 dated September 23, 2010
`
`I:‘tUF\640XT\PTO—Misc\COC,Reqdoc/DN B/ps
`
`

`

`CERTIFICATE OF CORRECTION
`
`PATENT NO.
`
`:
`
`7,858,710
`
`APPLICATION NO.:
`
`12/298,584
`
`Page 1 of5
`
`DATED
`
`INVENTORS
`
`:
`
`:
`
`December 28, 2010
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`It is certified that errors appear in the above~identified patent and that said Letters Patent is hereby
`corrected as shown below:
`
` UNITED STATES PATENT AND TRADEMARK OFFICE
`
`
`
`
`
`
`
`
`
`
`
`
`
`Columnl
`
`Line 1, “HIGHLY ORGANIZED POLYOLEFIN STRUCTURES
`
`
`
`FIELD OF THE INVENTION” should read
`
`—-HIGHLY ORGANIZED POLYOLEFIN STRUCTURES
`
`The subject invention was made with government support under a research project
`supported by National Science Foundation, Grant No. 031411. The government has
`certain rights to this invention.
`
`
`
`
`
`
`
`CROSS—REFERENCE TO RELATED APPLICATIONS
`
`The present application is the US. National Stage Application of International Patent
`Application No. PCT/US2007/067187, filed on April 23, 2007, which claims the benefit
`ofU.S. Provisional Application Serial No. 60/794,616, filed April 25, 2006, both of
`which are hereby incorporated by reference herein in their entirety, including any figures,
`tables, or drawings.
`
` FIELD OF THE INVENTION--.
`
`MAlLING ADDRESS OF SENDER:
`
`Saliwanchik, Lloyd & Eisenschenk
`PO. BOX 142950
`
`Gainesville, FL 32614—2950
`
`

`

` UNITED STATES PATENT AND TRADEMARK OFFICE
`
`
`CERTIFICATE OF CORRECTION
`
`PATENT NO.
`
`:
`
`7,858,710
`
`APPLICATION NO.:
`
`12/298,584
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`Page 2 of 5
`
`DATED
`
`INVENTORS
`
`:
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`:
`
`December 28, 2010
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`
`
`
`
`
`
`
`
`
`
`It is certified that errors appear in the above-identified patent and that said Letters Patent is hereby
`corrected as shown below:
`
`
`
`
`Column 2
`
`Line 12,
`
`MAILING ADDRESS OF SENDER:
`
`Saliwanehik, Lloyd & Eisensohenk
`PO. Box 142950
`
`Gainesville, FL 32614-2950
`
`

`

`WWW
`UNITED STATES PATENT AND TRADEMARK OFFICE
`
`CERTIFICATE OF CORRECTION
`
`PATENT NO.
`
`:
`
`7,858,710
`
`APPLICATION NO.:
`
`12/298,584
`
`Page 3 of 5
`
`DATED
`
`INVENTORS
`
`:
`
`:
`
`December 28, 2010
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`It is certified that errors appear in the above-identified patent and that said Letters Patent is hereby
`corrected as shown below:
`
`
`
`
`
`
`Column 6
`
`Lines 22—23, “methylene units.
`The preparation” should read —-1nethylene units. On the other hand, the variables n in
`Fig. 1 represents a statistical value and represents an average number of units.
`The preparation——.
`
`Column 7
`
`Lines 4-5, “one or m022 re” should read --one or more——.
`
`
`Column 15
`
`Line 58, “R" is II” should read —-R" is H—-.
`
`MA|L|NG ADDRESS OF SENDER:
`
`Saliwanehik, Lloyd & Eisenschenk
`PO. Box 142950
`
`Gainesville, FL 32614—2950
`
`

`

` UNITED STATES PATENT AND TRADEMARK OFFICE
`
`
`
`CERTIFICATE OF CORRECTION
`
`PATENT NO.
`
`:
`
`7,858,710
`
`APPLICATION NO.:
`
`12/298,584
`
`Page 4 of 5
`
`DATED
`
`INVENTORS
`
`:
`
`:
`
`December 28, 2010
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`It is certified that errors appear in the above-identified patent and that said Letters Patent is hereby
`corrected as shown below:
`
`
`
`
`
`
`
`
`
`
`
`
`
`
`
`
`Column17
`
`Lines 9—15,
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`
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`MAILING ADDRESS OF SENDER:
`
`Saliwanchik, Lloyd & Eisenschenk
`PO. Box 142950
`
`Gainesville, FL 32614-2950
`
`

`

`UNITED STATES PATENT AND TRADEMARK OFFICE
`
`CERTIFICATE OF CORRECTION
`
`PATENT NO.
`
`I
`
`7,858,710
`
`APPLICATION NO.:
`
`12/298,584
`
`Page 5 of 5
`
`DATED
`
`INVENTORS
`
`:
`
`:
`
`December 28, 2010
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`It is certified that errors appear in the above-identified patent and that said Letters Patent is hereby
`corrected as shown below:
`
`
`Column 18
`
`Line 30, “of claim 13” should read --of claim ll-—.
`
`
`
`
`
`
`
`
`Lm___._
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`MAILING ADDRESS OF SENDER:
`
`Saliwanchik, Lloyd & Eisenschenk
`PO. Box 142950
`
`Gainesville, FL 32614-2950
`
`

`

`WO 2007/127690
`
`PCT/U82007/067187
`
`chain growth copolymerizations of vinyl monomers. Vinyl copolymerizations, even when
`
`perfectly alternating, have significant restrictions to the number of covalently bonded carbon
`
`atoms between specific functionalized carbons, almost always three carbon atoms. The
`
`homopolymerization of fimctionalized dienes can also lead the structures equivalent to the
`
`alternating copolymerization of vinyl monomers, shown in Equation 2 below. This was
`
`reported for poly(ethylene-altvmethyhnethacrylate) in Yokota, K. and Hirabayashi, T.
`
`Macromolecules 1981, J 4, 1613-1616 which also reported the alternating copolmnerization
`
`of a vinyl monomer and a diene monomer to give a poly(butadiene- alt—methylmethacrylate)
`
`with five carbon atoms between acid fiinctionalized carbons, shown in Equation 3 below.
`
`n \
`
`0
`
`CH3
`
`0
`
`°°H3
`“30
`OCH3MM H2
`{0“
`
`,
`
`'i
`
`[1% +31
`
`0
`
`H3O
`OCH; M n
`
`0cm
`H2 ,
`
`o
`
`CH3
`
`0
`
`H30
`
`oer-:3
`
`Equation 2
`
`0
`
`ch
`
`OCH3
`
`Equation 3
`
`[0004]
`
`Ring-opening polymerizations of specifically functionalized cycloalkene
`
`monomers also give limited possibilities to the placement of specific units on the resulting
`
`chains as the ability to prepare a cyclic monomer becomes very difficult and usually
`
`prohibitively expensive when the size of the ring exceeds seven or eight atoms.
`
`{0005]
`
`To overcome such limitations with EAA and EMAA, metathesis
`
`polymerization has been applied. The ring opening metathesis copoljmierization, ROMP, of
`
`a carboxylic acid functionalized cyclooctcne with cyclooctene and subsequent hydrogenation
`
`of the double bounds of the polymer formed upon olefin metathesis has been reported in
`
`Lehmam S. E. and Wagoner K. B. ADMET Polymerization. In Handbook ofMetathesis,
`
`Grubbs, R H., Ed. Wiley-VCR: 2003; Vol. 3, pp 283—353. The successful preparation of
`
`

`

`WO 2007/127690
`
`PCT/USZOO7/067l87
`
`unsaturated carbons of the one units in the monomers. The method involves the acyclic diene
`
`metathesis, ADMET, polymerization of a mono 1—alkoxyalkyl ester substituted 0t,§2~diene
`
`where the ester substituted carbon is separated from vinyl groups by two alkylene segments,
`
`as for structure 1 in Fig. l, or the ring—opening metathesis polymerization, ROMP, of a mono
`
`l-alkoxyalkyl ester substituted cycloalkene, as for structure 2 in Fig. l, where the two
`
`alkylene segments separate the ester substituted carbon from the cue functionality in the ring.
`
`All polymerizations and hydrogenations can be carried out in a solvent. The only restriction
`
`on the solvent is that it is compatible with the catalysts, monomers, and reagents employed
`
`for the transformation. Those skilled in the art can readily recognize appropriate solvents for
`
`use with any given combination of catalysts, monomers, and reagents.
`
`[0017]
`
`ADMET and ROMP homopolymerization give an unsaturated polymer with
`
`periodic or semi—periodic displacement of the ester substituent and an unsaturated site along
`
`the backbone of the polymer of structure 3 in Fig. 1. The exposure of this polymer to
`
`hydrogenation conditions with an appropriate hydrogenation catalyst, results in the
`
`conversion of the unsaturated site to a saturated site and the conversion of the l-alkoxyalkyl
`
`ester to the acid to give the BAA or EMAA, structure 4 in Fig. 1, and a dialkyl ether. It is to
`
`be understood when viewing Fig. 1 that variables x and y represent alklene segments where
`
`every alkylene chain in that polymer has a single specific number of methylene units and do
`
`not represent a statistical value which is only an average number of methylene units. On the
`
`other hand, the variables n in Fig. l represents a statistical value and represents an average
`
`number of units.
`
`[0018]
`
`The preparation of the periodic unsaturated polymer is carried out by the
`
`ADMET homopolyrnen'zation of a symmetric mono l—alkoxyalkyl ester substituted oug-
`
`diene or ROMP homopolymerization of a mono l-alkoxyalkyl ester substituted cycloalkene
`\
`
`where the two alkylene segments are of identical length. If the two alkylene segments are
`
`

`

`WO 2007/127690
`
`PCT/U82007/067187
`
`copolymerization process is random, the final BAA and EMAA are not fully random
`
`polymers. In these polymers, the minimum distance between acid substituted carbons are
`
`2x+2 when x represents the shortest sequence length in any monomer. These semi—random
`
`polymers can also be prepared by the ADMET copolymerization of one or more mono l-
`
`alkoxyalkyl ester substituted 0t,Q-dienes with one or more a,Q-dienes or mono l—alkoxyalkyl
`
`* l
`
`ester substituted cycloalkenes and one or more cycloalkenes, as showm in Fig. 2.
`
`[0020]
`
`The facile preparation of such ordered EAA and EMAA polymers was
`
`enabled by the discovery that a l-alkoxyalkyl ester groups permits the ready polymerization
`
`of a diene or cycloalkene and that the alkoxyalkyl group, structures 1 and 2 in Fig. l and Fig.
`
`2, to a previously unknown periodic, semi~periodic, or semi—random terpolymer of ethylene,
`
`acetylene, and l-alkyloxyallqzlacrylate or ethylene, acetylene, and l—
`
`alkyloxyalkylmethacrylate, structure 3 of Fig. l and Fig. 2. The alkoxyalkyl group ofthe
`
`polymer of structure 3 can subsequently be removed from the polymer permits an effective
`
`polymerization to a high molecular weight polymer with a level of order that is easily
`
`controlled by selection of the monomer structure and comonomer feed. Unlike the acid
`
`substitued equivalents of the 1—a1koxyalkyl ester substituted 0t,Q-dienes or cycloalkenes,
`
`polymerization does not require high loadings of the metathesis catalyst or periodic addition
`
`of the catalyst over the course of a slow polymerization to achieve a moderate to high
`
`molecular weight polymer. Furthermore, the conversion of the ester group to the acid group
`
`can be carried out by non—hydrolytic means. As the size of the alkylene sequences increases,
`
`with the accompanying decrease in the proportion of ester groups, the difficulty of effectively
`
`hydrolyzing an ester group increases, significantly limiting the breath of polymer structures
`
`available directly from the acid equivalents of the l-alkoxyalkyl ester substituted or,Q—dienes
`
`or cycloalkenes and introducing a random defect into the final polymer due to incomplete
`
`hydrolysis.
`
`lO
`
`

`

`October 27, 2008
`
`PRELIMINARY AMENDMENT
`Patent Application
`Docket No. UF.64OXT
`
`IN THE UNITED STATES PATENT AND TRADEMARK OFFICE
`
`Applicant
`Docket No.
`
`For
`
`:
`:
`
`:
`
`Kenneth Boone Wagener, Travis W. Baughrnan
`UF.64OXT
`
`Highly Organized Polyolefin Structures
`
`Mail Stop PCT
`Commissioner for Patents
`PO. Box 1450
`
`Alexandria, VA 223 l 3~l 450
`
`Sir:
`
`PRELIMINARY AMENDMENT
`
`Please amend the above-identified patent application as follows:
`
`Amendments to the Specification begin on page 2 of this paper.
`
`Remarks/Arguments begin on page 3 of this paper.
`
`

`

`2
`
`Docket No. UF .640XT
`
`Patent Application
`
`In the Specification
`
`Please add the following two new paragraphs after the Title of the Invention at page l. line 3:
`
`The subject invention was made with government support under a research project
`supported by National Science Foundation, Grant No. 031411. The government has certain
`
`rights to this invention.
`
`CROSS-REFERENCE TO RELATED APPLICATIONS
`
`The present application is the US. National Stage Application of International Patent
`
`Application No. PCT/US2007/067187, filed on April 23, 2007, which claims the benefit ofU.S.
`Provisional Application Serial No. 60/794,616, filed April 25, 2006, both of which are hereby
`incorporated by reference herein in their entirety, including any figures, tables, or drawings.
`
`Please add the following new paragraph wage 28 line 1:
`
`ABSTRACT
`
`[00049] A method ofpreparing periodic, semi~periodic, or semi—random polyethyleneco—
`acrylic acid or polyethylene—co—methacrylie acid involves polymerizing l—alkoxyalkyl ester
`substituted 0L,Q—dienes, and/or l—alkoxyalkyl ester substituted cycloalkenes via olefin metathesis
`reactions followed by hydrogenation of the alkylene units and subsequently hydrolyzed to the
`desired polyethylene-co—acrylic acid or polyethylene-co—methacrylic acid. The polyethylene-co—
`acrylic acid or polyethylene-co—methacrylic acid can then be converted to ionomers by exchange
`with a monomeric carboxylate salt.
`
`v,\\"h\r.v|/\V'r\n _
`
`A
`
`

`

`3
`
`Remarks
`
`Docket No. UF.64OXT
`
`Patent Application
`
`Claims 1-12 were pending in the subject application. By this Amendment, a Cross-
`
`Reference to Related Applications section has been added, and an Abstract has been added. The
`
`undersigned avers that no new matter has been introduced by these amendments. Therefore, entry
`
`and consideration of the amendments presented herein is respectfully requested. Accordingly,
`claims 1—1 2 are currently before the Examiner for consideration, and favorable consideration of
`
`the pending claims is respectfully requested.
`
`1n View of the foregoing remarks, the applicants believe that the currently pending claims
`
`are in condition for allowance, and such action is respectfully requested.
`
`The Commissioner is hereby authorized to charge any fees under 37 CFR §§ 1.16, 1.17,
`
`and 1.492 as required by this paper to Deposit Account No. 19-0065.
`
`The applicants also invite the Examiner to call the undersigned ifclarification is needed
`
`on any of this response, or if the Examiner believes a telephonic interview would expedite the
`
`prosecution of the subject application to completion.
`
`Respectfully submitted,
`
`4““ A
`
`Mark A. Buese, PhD.
`Patent Agent
`Registration No. 52,669
`Phone No:
`352-375—8100
`
`Fax No.:
`
`Address:
`
`352—372-5800
`
`PO. Box 142950
`
`Gainesville, FL 32614-2950
`
`MAB\srv
`
`\'-\11‘ITV(4I\VT\1‘I.M Aux: Jr A.
`
`

`

`I hereby certify that this correspondence is being
`electronically filed in the United States Patent
`and Trademark Office on 31!?ng ”2W 5.
`flax”, flaw
`Mark A. Buese, P11.D.:Patent Agent
`
`AMENDMENT UNDER 37 OER. § 1.11 1
`Patent Application
`Docket No. UF.640XT
`
`IN THE UNITED STATES PATENT AND TRADEMARK OFFICE
`
`Examiner
`
`Art Unit
`
`Applicants
`
`Serial No.
`
`Filed
`
`Conf. No.
`
`For
`
`:
`
`:
`
`:
`
`:
`
`:
`
`:
`
`:
`
`Fred M. Teskin
`
`1796
`
`Kenneth Boone Wagener, Travis W. Baughman
`
`12/298,584
`
`August 7, 2009
`
`9582
`
`Highly Organized Polyolefin Structures
`
`Mail Stop Amendment
`Commissioner for Patents
`
`PO. Box 1450
`
`Alexandria, VA 22313
`
`Sir:
`
`AMENDMENT UNDER 37 C.F.R. § 1.111
`
`In response to the Office Action dated June 25, 2010, please amend the abovc~identified
`
`patent application as follows:
`
`

`

`2
`
`Docket No. UF.64OXT
`
`Serial No. 12/298,584
`
`In the Specification
`
`Please substitute paragraph [008] on page 5, beginning at line l8:
`
`The polyethylene-co-acrylic acid or polyethylene—co—methacrylic acid formed can react with a
`
`metal salt ofa base or a carboxylate of a volatile carboxylic acid to form an ionomer where the ionic
`
`group is peridieeallygperiodically, semi-perieelieeallygsemi~periodically, or semi~randomly disposed
`
`along the polymer chain.
`
`
`Please substitute paragraph ‘017lon page 8, beginning at line 16:
`
`It is to be understood when viewing Fig. 1 that variable x and y represent alklenealkylene
`
`segments where every alkylene chain in that polymer has a single specific number ofmethylene units
`
`and do not represent a statistical value which is only an average number of methylene units.
`
`
`Please substitute paragraph [020] on page 10. beginning at line 8:
`
`The facile preparation of such ordered BAA and EMAA polymers was enabled by the
`
`discovery that a l—alkoxyalkyl ester greupsggppp permits the ready polyn'ierization of a diene or
`
`cycloalkene and that the alkoxyalkyl group, structures 1 and 2 in Fig. l and Fig. 2, to a previously
`
`unknown periodic, semi-periodic, or semi-random terpolyrner of ethylene, acetylene, and 1-
`
`alkyloxyalkylacrylate or ethylene, acetylene, and l-aklyloxyalkylmethacrylate, structure 3 ofFig. l
`
`and Fig. 2.
`
`After page 27: Please insert as new page 28 the attached Abstract.
`
`J:\UH64OX'l‘Am'cnd—Resp‘xResp—GQ5«I O. dodps
`
`

`

`3
`
`In the Claims
`
`Docket No. UF.640XT
`
`Serial No. 12/298,584
`
`I.
`
`(currently amended) A method of preparing periodic, semi-periodic, or semi~
`
`random polyethylene~co~acrylic acid or polyethylene—co-methacrylic acid comprising the steps
`of:
`
`providing a mixture comprising at least one 1—alkoxyalkyl ester substituted oc,Q-diene
`
`monomer of formula (1), at least one l—alkoxyalkyl ester substituted cycloalkene monomer of
`
`formula (2), or a mixture thereof and a metathesis catalyst,
`
`o
`R"
`
`/R'
`R
`>—o
`O
`
`/ x
`
`v \ <1)
`
`R
`R'
`\
`/
`)“O
`0
`
`O
`R'
`
`—-—-~
`
`<2)
`
` z
`
`m
`
`0
`>~o
`R
`\R'
`
`(3)
`
`hydrogenating by introducing a hydrogenation catalyst and hydrogen to the polymer of
`
`formula (3) to yield periodic, semi—periodic, or semi—random polyethylene—eo—acrylic acid or
`
`polyethylene—co—methacrylic acid of formula (4),
`
`J1\UF\640X’I\Amencl~Resp\Resp-6-25-1 0‘ doc\ps
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`

`

`4
`
`Docket No. UF.640XT
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`Serial No. 12/298,584
`
`
`
`(4)
`
`wherein in formulas (1), (2), (3), and (4): X and y are independently l to 20; w and z are
`
`independently 1 to 5, where w+z is 2 to 6, m and n are independently 0 to 10,000 where n+m is
`
`50 to 10,000; R and. R' are independently an alkyl. group of 1 to 6 carbons; and R" is 11 or an alkyl
`
`group of 1 to 6 carbons.
`
`2.
`
`(currently amended) The method of claim 1, wherein said mixture further
`
`comprises at least one 0L,Q-diene monomer of formula (5), at least one cycloalkene monomer of
`
`formula (6), or a mixture thereof to said providing step and said polymerizing step to yield a
`
`polymer of formula (7) that yields upon hydrogenation a semi—random polyetliylene-co«acrylic
`
`acid or polyethylene-co—methacxylic acid of formula (8),
`
`
`
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`

`

`U1
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`Docket No. UF.64OXT
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`Serial No. 12/298,584
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`wherein for formulas (1), (2) (5), (6), (7) and (8): u is 3 to 6; x and y are independently 1 to 20;
`
`w and z are independently 1 to 5, where w+z is 2 to 6, m, n and p are indepettclgntlLO to 10,000
`
`where n+m are 1 to 5,000 and n+m+p is 50 to 10,000; R and R’ are independently an alkyl group
`
`of l to 6 carbons; and R" is H or an alkyl group of 1 to 6 carbons.
`
`3.
`
`(original) The method of claim 1, wherein said mixture further comprises a
`
`solvent.
`
`4.
`
`(original) The method of claim 1, wherein polymerizing step is carried out in a
`
`temperature range from about 20 to about 100°C.
`
`5.
`
`(original) The method of claim 1, wherein the metathesis catalyst is Grubb's
`
`catalyst.
`
`6.
`
`(original) The method of claim 1, wherein said hydrogenating is carried out in a
`
`temperature range from about 20 to about 100°C.
`
`7.
`
`(original) The method of claim 1, wherein said hydrogenating step is carried out at
`
`a hydrogen pressure of about 15 to about 500 psi.
`
`8.
`
`(original) The method of claim 1, wherein the hydrogenation catalyst is
`
`Wilkerson's catalyst.
`
`9.
`
`(original) The method of claim 1, further comprising a step of neutralizating
`
`wherein a metal salt of a base or a carboxylate of a volatile carboxylic acid is mixed with said
`
`periodic, semi—periodic, or semi-random polyethylene—co—acrylic acid or polyethylene—co—
`
`methacrylic acid to yield an ionomer.
`
`10.
`
`(currently amended) A polymer comprising a formula:
`
`J :\UF\64OX'l\Amend~Resp\Resp—6-25-10.doc\ps
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`

`

`6
`
`Docket No. UF.64OXT
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`Serial No. 12/298,584
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` 2 m
`
`'
`O
`0 ya
`R
`R'
`
`wherein [[r]] g is 3 to 6; x and y are independently 1 to 20; w and z are independently 1 to 5,
`
`where w+z is 2 to 6, m, n and p are independently 0 to 10,000 where n+m are 1 to 5,000 and
`
`n+m+p is 50 to 10,000; R and R' are independently an alkyl group of l to 6 carbons; and R” is H
`
`or an alkyl group of 1 to 6 carbons; and wherein the carbons containing the R” group is
`
`periodically, semi—periodically, or semi-randomly positioned along the polymer chain.
`
`(currently amended) A polymer comprising the formula:
`
`l. 1.
`
`0
`
`R"
`
`0'M+a
`
`m x
`
`y
`
`n
`
`wherein: x = v and remedy are independently 3 to 20; n is 0:30 to 10,000; R" is H esanvalkefi
`
`WHoé—earbens; M is hydrogen or a metal ion; and a is 1 to 4 and wherein the carbons
`
`containing the R” group is periodically Greener—periodically positioned along the polymer chain.
`
`12.
`
`(original) The polymer of claim 11, wherein M is Zn.
`
`13.
`
`0
`
`R"
`
`X
`
`(new) A polymer comprising the formula:
`
`cm“
`
`y
`
`n
`
`wherein: X i y and x and y are independently 3 to 20; n is 50 to 10,000; R” is H or an alkyl
`
`group ofl to 6 carbons; M is hydrogen or a metal ion; and a is 1 to 4 and wherein the carbons
`
`containing the R" group is semi—periodically positioned along the polymer chain
`
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`

`7
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`Docket No. U141640XT
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`Serial No. 12/298,584
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`14.
`
`(new) The polymer of claim 11, wherein M is Zn.
`
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`

`8
`
`Docket No. UF.64OXT
`
`Serial No. 12/298,584
`
`
`Summary of an Examiner Interview
`
`A telephonic Examiner Interview was held between Examiner Fred M. Teskin and
`
`Applicants” Advocate Mark A. Buese on September 21, 2010. Amendment to claim 11 and new
`
`claims 13 and 14 were discussed. Both parties concurred that the amended claim and new claims as
`
`presented to the Examiner during the interview are not taught by Schwendeman el‘ al.
`
`Remarks
`
`Claims 1-12 are pending in the subject application. Applicants gratefully acknowledge the
`
`Examiner’s indication that claims 1-9 are allowed. By this Amendment, Applicants have amended
`
`claims 1, 2, 10 and 11 and added new claims 13 and 14.
`
`Support for the amendments and new
`
`claims can be found throughout the subject specification and in the claims as originally filed. Entry
`
`and consideration of the amendments presented herein is respectfully requested. Accordingly, claims
`
`l~l4 are currently before the Examiner.
`
`Favorable consideration of the pending claims is
`
`respectfully requested.
`
`The Examiner has indicated that the disclosure is objected to because of the tollowing
`
`informalities:
`
`typographical errors are noted at. page 5, line 18 (Le, “periodically” should read
`
`“periodicallyfl, page 8, line 16 (i.e., “alklene” should read “‘alkyleiie”), and on page 10, line 8 (i.e.,
`
`“groups” should read “group”). Applicants gratefully acknowledge the Examiner” s careful review of
`
`the subject specification. In accordance with the Examiner’ s suggestions, the typographical errors in
`
`the specification have been amended at page 5, line 18, page 8, line 16, and page 10, line 8.
`
`Accordingly, reconsideration and withdrawal of the objection is respectfully requested.
`
`The Examiner has indicated that the abstract of the disclosure added per the preliminary
`
`amendment does not commence on a separate sheet in accordance with 37 CFR 1.52(b)(4).
`
`Submitted with this Amendment, on a separate page as new page 28, is an “Abstract.” Support for
`
`this Abstract can be found throughout the subject specification. Applicants respectfully submit that
`
`no new matter has been incorporated in this Abstract. Entry and consideration ofthe Abstract in the
`
`subject application is respectfully requested.
`
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`9
`
`Docket No. UF.64OXT
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`Serial No. 12/298,584
`
`Applicants respectfully submit that this amendment will require no further search or
`
`examination on the part of the Examiner and does not constitute new matter, The word
`
`“independently” is inserted into claims 1, 2 and 10 to clarify that the number of any given repeating
`
`unit can be 0, such that no confusion is possible that the total number of all repeating units could be
`
`0. Claim 10 is amended to correct the typographical error of the letter “r” rather than the letter “u”
`
`and to define n to be 50 to 10,000 to assure the claim is definite. As amended, claim 10 is consistent
`
`with claims 1 and 2 that recite methods ofpreparing the polymers of claim 10. Claim 1 1 is amended
`
`to limit the polymer to those where R" is H and the polymer is periodic, having x=y. New claim 13
`
`recites polymers where the methylene segments of the repeating units are unequal in size, where x .7"
`
`y, and define a semi~pcriodic polymer. Support for new claims 13 and 14 can be found in original
`
`claims 11 and 12, respectively, and at many parts of the specification.
`
`Claims 10— 12 are rejected under 35 U.S.C.
`
`§
`
`1 12, second paragraph, as indefinite.
`
`Applicants respectfully assert that the amended claims as presented above are definite. Accordingly,
`
`reconsideration and Withdrawal of the rejection under 35 11.8.0 § 112, second paragraph, is
`
`respectfully requested.
`
`Claim 11 is rejected under 35 U.S.C. § 102(b) as anticipated by Schwendeman et' a].
`
`Applicants respectfully assert that the Schwendeman et al. reference does not anticipate amended
`
`claim 11. Schwendeman et‘ a]. teaches a polymer where R" is methyl, whereas amended claim 11
`
`recites a polymer Where R" is hydrogen, which is neither taught nor suggested by Schwendeman er
`
`a]. New claims 13 and 14 recite semi—periodic polymers that are neither taught nor suggested by
`Schwendeman er al. Accordingly, reconsideration and withdrawal ofthe rejection ofclaim l 1 under
`
`35 U.S.C. § 102(b) is respectfully requested.
`
`In View of the foregoing remarks and amendments to the claims, Applicants believe that the
`
`currently pending claims 1-14 are in condition for allowance, and such action is respectfully
`
`requested.
`
`The Commissioner is hereby authorized to charge any fees under 37 CFR §§l . 16 or 1.17 as
`
`required by this paper to Deposit Account No. 19-0065.
`
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`

`

`lO
`
`Docket No. UF .640XT
`
`Serial No. 12/298,584
`
`Applicants invite the Examiner to call the undersigned ifclarification is needed on any ofthis
`
`response, or if the Examiner believes a telephonic interview would expedite the prosecution of the
`
`subject application to completion.
`
`Respectfully submitted,
`
`WM Aimee.“
`
`Mark A. Buese, Ph.D.
`Patent Agent
`Registration No. 52,669
`Phone No.:
`352-3 75—8100
`
`Fax No:
`
`Address:
`
`352-372-5800
`
`PO. Box 142950
`
`Gainesville, FL 32614—2950
`
`MAB/p3
`
`Attachment: Abstract
`
`J :\UF\64OX'I\Amend-Respmesp-6-25-1().doc\ps
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`

`

`28
`
`PCT/’US2007/067187
`
`ABSTRACT
`
`[00049] A method of preparing periodic, semi-periodic, or semi—random polyethylene-co—
`
`acrylic acid or polyethylene—co-mcthacrylic acid involves polymerizing l—alkoxyalkyl ester
`
`substituted (LG—dimes, and/or l-alkoxyalkyl ester substituted cycloalkenes Via olefin metathesis
`
`reactions followed by hydrogenation of the alkylene units and subsequently hydrolyzed to the
`
`desired polyethylene—co—acrylic acid or p0lyethylene-co—n1ethacrylic acid. The polyethylene—co—
`
`acrylic acid or polyethylene—co—methacrylic acid can then be converted to ionomers by exchange
`
`with a monomeric carboxylate salt.
`
`10
`
`I :\UF\640XT\Appl icatioanstract.doc/DNB/ps
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`