IP Library › Granted Patent US 12,371,581
Granted Patent B2
US 12,371,581 · App. 17/210,235 · Granted Jul 29, 2025

High performance water soluble polymer compositions

Inventors: Jeffrey Jacob Cernohous (Hudson, WI); Nathan Ockwig (Eagan, MN); Gavriel DePrenger-Gottfried (Woodbury, MN)
C09D11/106B29C64/314B33Y40/10B33Y70/00C09D11/14B29K2039/06B29K2995/004
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Quick Facts
Patent No.
US 12,371,581
App. No.
17/210,235
Granted
Jul 29, 2025
Kind
B2
Abstract

A water soluble polymer composition comprising a water soluble polymer (e.g., polyvinyl alcohol-co-vinylpyrrolidinone (PVOH-co-PVP)) and a sugar (e.g., trehalose).

Claims (33)

1. A water soluble polymer composition comprising:

a water soluble polymer comprising polyvinyl alcohol-co-vinylpyrrolidinone copolymer; and

a sugar;

wherein the water soluble polymer and the sugar are substantially miscible;

wherein the water soluble polymer and the sugar are melt processable and form the water soluble polymer composition;

wherein the water soluble polymer composition is substantially dry; and

wherein the sugar is inositol.

2. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 100° C.

3. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 140° C.

4. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 150° C.

5. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 170° C.

6. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 190° C.

7. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 210° C.

8. The water soluble polymer composition of claim 1 , further comprising one or more additives or polymers.

9. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is semi-crystalline.

10. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition forms a feedstock.

11. The water soluble polymer composition of claim 10 , wherein the feedstock is a filament.

12. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits a notched IZOD impact value of at least about 0.37 ft-lbs/in (about 19.75 J/m) as measured in accordance with ASTM standard D256-10.

13. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits a notched IZOD impact value of at least about 0.45 ft-lbs/in (about 24.02 J/m) as measured in accordance with ASTM standard D256-10.

14. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits an unnotched IZOD impact value of at least about 1.27 ft-lbs/in (about 67.79 J/m) as measured in accordance with ASTM standard D4812-11.

15. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits an unnotched IZOD impact value of at least about 2.06 ft-lbs/in (about 109.96 J/m) as measured in accordance with ASTM standard D4812-11.

16. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits a failure bend radius of about 2.4 inches (about 6.096 cm) or less as measured in accordance with the Bend Radius Test.

17. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits a failure bend radius of about 1.0 inch (about 2.54 cm) or less as measured in accordance with the Bend Radius Test.

18. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition exhibits a failure bend radius of about 0.8 inches (about 2.032 cm) or less as measured in accordance with the Bend Radius Test.

19. The water soluble polymer composition of claim 1 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of up to about 300° C.

20. A water soluble support composition comprising:

a water soluble polymer composition having a dissolution rate of at least 25 mg/min as measured in accordance with Dissolution Test Method 1 and being substantially stable at a build chamber temperature of at least 100° C.;

wherein the water soluble polymer composition comprises a water soluble polymer and a sugar;

wherein the water soluble polymer and the sugar are substantially miscible;

wherein the water soluble polymer comprises polyvinyl alcohol-co-vinylpyrrolidinone copolymer; and

wherein the sugar is inositol.

21. The water soluble support composition of claim 20 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 140° C.

22. The water soluble support composition of claim 20 , wherein the water soluble polymer composition is substantially stable at a build chamber temperature of at least about 150° C.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 29, 2023
From: INFINITE MATERIAL SOLUTIONS, LLC
To: INTERFACIAL CONSULTANTS LLC
Reel/Frame 064111/0244 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2021
From: CERNOHOUS, JEFFREY JACOB; OCKWIG, NATHAN; DEPRENGER-GOTTFRIED, GAVRIEL
To: INTERFACIAL CONSULTANTS LLC
Reel/Frame 055691/0364 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2021
From: INTERFACIAL CONSULTANTS LLC
To: INFINITE MATERAL SOLUTIONS, LLC
Reel/Frame 055691/0393 →
Continuity (2)
Provisional Application 62994446 · Mar 25, 2020
Related Publication 20210301161A1 · Sep 30, 2021
References Cited (120)
US 3288770A · Butler · 1966 [cited by applicant]
US 3556932A · Anthony et al. · 1971 [cited by applicant]
US 5121329A · Crump · 1992 [cited by applicant]
US 5503785A · Serdy et al. · 1996 [cited by applicant]
US 5518680A · Cima et al. · 1996 [cited by applicant]
US 5603884A · DuCharme, Jr. et al. · 1997 [cited by applicant]
US 5869170A · Cima et al. · 1999 [cited by applicant]
US 5993716A · Draenert · 1999 [cited by applicant]
US 6070107A · Lombardi et al. · 2000 [cited by applicant]
US 6228923B1 · Lombardi et al. · 2001 [cited by applicant]
US 6235816B1 · Lorcks et al. · 2001 [cited by applicant]
US 6547994B1 · Monkhouse et al. · 2003 [cited by applicant]
US 6585930B2 · Liu et al. · 2003 [cited by applicant]
US 6673285B2 · Ma · 2004 [cited by applicant]
US 6790403B1 · Priedeman, Jr. et al. · 2004 [cited by applicant]
US 7087200B2 · Taboas et al. · 2006 [cited by applicant]
US 7300668B2 · Pryce Lewis et al. · 2007 [cited by applicant]
US 7332537B2 · Bredt et al. · 2008 [cited by applicant]
US 7354605B2 · Trogolo et al. · 2008 [cited by applicant]
US 7569273B2 · Bredt et al. · 2009 [cited by applicant]
US 7790061B2 · Gratson et al. · 2010 [cited by applicant]
US 7795349B2 · Bredt et al. · 2010 [cited by applicant]
US 7815826B2 · Serdy et al. · 2010 [cited by applicant]
US 7875290B2 · Payumo et al. · 2011 [cited by applicant]
US 7905951B2 · Williams · 2011 [cited by applicant]
US 7931914B2 · Pryce Lewis et al. · 2011 [cited by applicant]
US 8013042B2 · Ito · 2011 [cited by applicant]
US 8080511B2 · Dreyer et al. · 2011 [cited by applicant]
US 8404171B2 · Heenan · 2013 [cited by applicant]
US 8470231B1 · Dikovsky et al. · 2013 [cited by applicant]
US 8685296B2 · Liu et al. · 2014 [cited by applicant]
US 8715436B2 · Bhatia et al. · 2014 [cited by applicant]
US 8822590B2 · Hermes et al. · 2014 [cited by applicant]
US 9114032B1 · Pulugurtha · 2015 [cited by applicant]
US 9347037B2 · Masutani et al. · 2016 [cited by applicant]
US 9381154B2 · Zhou et al. · 2016 [cited by applicant]
US 9381564B2 · McGuire et al. · 2016 [cited by applicant]
US 9388078B2 · Rael · 2016 [cited by applicant]
US 9458357B2 · Bellan et al. · 2016 [cited by applicant]
US 9463160B2 · Yoo et al. · 2016 [cited by applicant]
US 9630365B2 · Frayne et al. · 2017 [cited by applicant]
US 9707717B2 · Sand · 2017 [cited by applicant]
US 9744722B2 · Rodgers · 2017 [cited by applicant]
US 9745458B2 · Smith, Jr. et al. · 2017 [cited by applicant]
US 9856390B2 · Bredt et al. · 2018 [cited by applicant]
US 10144810B2 · Carrier et al. · 2018 [cited by applicant]
US 20030114936A1 · Sherwood et al. · 2003 [cited by applicant]
US 20040038009A1 · Leyden et al. · 2004 [cited by applicant]
US 20040161544A1 · Kasperchik · 2004 [cited by applicant]
US 20050017394A1 · Hochsmann et al. · 2005 [cited by applicant]
US 20050059757A1 · Bredt et al. · 2005 [cited by applicant]
US 20050281856A1 · McGlohorn et al. · 2005 [cited by applicant]
US 20060018942A1 · Rowe et al. · 2006 [cited by applicant]
US 20060230984A1 · Bredt et al. · 2006 [cited by applicant]
US 20070182070A1 · Monsheimer et al. · 2007 [cited by applicant]
US 20070241482A1 · Giller et al. · 2007 [cited by applicant]
US 20100273667A1 · Kotov et al. · 2010 [cited by applicant]
US 20110024939A1 · Alves · 2011 [cited by applicant]
US 20120040581A1 · Kim · 2012 [cited by applicant]
US 20150086606A1 · Cabrera et al. · 2015 [cited by applicant]
US 20150165020A1 · Jaklenec et al. · 2015 [cited by applicant]
US 20150273572A1 · Ederer et al. · 2015 [cited by applicant]
US 20150290280A1 · Petrak et al. · 2015 [cited by applicant]
US 20150374450A1 · Mansfield et al. · 2015 [cited by applicant]
US 20150375419A1 · Günther et al. · 2015 [cited by applicant]
US 20160038655A1 · Weisman et al. · 2016 [cited by applicant]
US 20160046832A1 · Wroblesky et al. · 2016 [cited by applicant]
US 20160066601A1 · Herr et al. · 2016 [cited by applicant]
US 20160068678A1 · Luo et al. · 2016 [cited by applicant]
US 20160102279A1 · Labeque et al. · 2016 [cited by applicant]
US 20160193651A1 · Orange et al. · 2016 [cited by applicant]
US 20160200044A1 · Voit et al. · 2016 [cited by applicant]
US 20160281267A1 · Wetzel et al. · 2016 [cited by applicant]
US 20160289415A1 · Okashimo et al. · 2016 [cited by applicant]
US 20160297131A1 · Kameoka et al. · 2016 [cited by applicant]
US 20160333165A1 · Bayer et al. · 2016 [cited by applicant]
US 20170008072A1 · Cui et al. · 2017 [cited by applicant]
US 20170015063A1 · Hanyu et al. · 2017 [cited by applicant]
US 20170022341A1 · Bayer et al. · 2017 [cited by applicant]
US 20170024501A1 · Greyf et al. · 2017 [cited by applicant]
US 20170058142A1 · Vicari et al. · 2017 [cited by applicant]
US 20170079262A1 · Rowley et al. · 2017 [cited by applicant]
US 20170081500A1 · Bredt et al. · 2017 [cited by applicant]
US 20170088656A1 · Sun · 2017 [cited by applicant]
US 20170106595A1 · Günther et al. · 2017 [cited by applicant]
US 20170120533A1 · Saito et al. · 2017 [cited by applicant]
US 20170197365A1 · Sugiyama et al. · 2017 [cited by applicant]
US 20170210037A1 · Ederer et al. · 2017 [cited by applicant]
US 20170218228A1 · Jose et al. · 2017 [cited by applicant]
US 20170259482A1 · Contractor · 2017 [cited by applicant]
US 20170260359A1 · Hanyu et al. · 2017 [cited by applicant]
US 20170274600A1 · Sugiyama et al. · 2017 [cited by applicant]
US 20170283596A1 · Saito · 2017 [cited by examiner]
US 20170291327A1 · Rothfuss · 2017 [cited by applicant]
US 20170312388A1 · Shoseyov et al. · 2017 [cited by applicant]
US 20170348458A1 · Kesti et al. · 2017 [cited by applicant]
US 20170348462A1 · Lao et al. · 2017 [cited by applicant]
US 20180020691A1 · Aydin et al. · 2018 [cited by applicant]
US 20180022023A1 · Therriault et al. · 2018 [cited by applicant]
US 20180049464A1 · Zhang et al. · 2018 [cited by applicant]
CN 106279817A · 2017 [cited by applicant]
EP 0691194A1 · 1996 [cited by applicant]
EP 1594677B1 · 2007 [cited by applicant]
EP 1638758B1 · 2009 [cited by applicant]
GB 2392446A · 2004 [cited by examiner]
WO WO2017019393A1 · 2017 [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2018/034738, mailed Sep. 4, 2018 (12 pgs). [cited by applicant]
Nippon Gohsei: “Brandnew Water Soluble Filament for 3D printer,” Jan. 1, 2016, Retrieved from the Internet: [URL:http://www.nippongohsei.com/cache/downloads/7m5hyk0hclwkc08cg8k40occ4/MELFIL%20Brochure%202016%20English.p… [cited by applicant]
Mohan, “Water-soluble, biodegradable polymer introduced,” Greener Package.com, [http://www.greenerpackage.com/resins/watersoluble_biodegradable_polymer_introduced], Jun. 8, 2009 (2 pgs). [cited by applicant]
“Nichigo G-Polymer® Biodegradable, High Barrier, Water Soluble, Extrusion Polymer,” 2010 Place Conference, Apr. 18-21, 2010, Albuquerque, NewMexico (50 pgs). [cited by applicant]
“Soarus LLC's New Nichigo G-Polymer,” Design News, Materials & Assembly, May 27, 2009 (6 pgs.). [cited by applicant]
Swager, “Biodegradable High Barrier for Packaging,” bioplastics Magazine, vol. 4, 2009, Published Aug. 2, 2009, Accessed at [https://issuu.com/bioplastics/docs/bioplasticsmagazine_0904] (pp. 30-31, 1pg). [cited by applicant]
Chia et al., “Recent advances in 3D printing of biomaterials,” Journal of Biological Engineering, 2015, 9:4 (14 pgs). [cited by applicant]
Curvelo et al., “Thermoplastic starch—cellulosic fibers composites: preliminary results,” Carbohydrate Polymers, Jun. 2001, vol. 45, Issue 2 (pp. 183-188). [cited by applicant]
He et al., “Printing 3D microfluidic chips with a 3D sugar printer,” Microfluidics and Nanofluidics, Aug. 2015, vol. 19, Issue 2, (pp. 447-456). [cited by applicant]
Ligon et al. “Polymers for 3D Printing and Customized Additive Manufacturing,” Chem. Rev., 2017, 117 (15) (pp. 10212-10290). [cited by applicant]
Markstedt et al., “3D Bioprinting Human Chondrocytes with Nanocellulose—Alginate Bioink for Catilage Tissue Engineering Applications.” Biomacromolecules, 2015, 16(5) (pp. 1489-1496)(Abstract only—2 pgs.). [cited by applicant]
Pfister et al., “Biofunctional rapid prototyping for tissue-engineering applications: 3D bioplotting versus 3D printing,” Journal of Polymer Science: Part A: Polymer Chemistry, 2004, vol. 42, (pp. 624-638). [cited by applicant]
Press Releases, “Verbatim Unveils Two new 3D Printing Filaments,” Accessed at 3printr.com [https://www.3printr.com/verbatim-unveils-three-new-3dprinting-filaments-1042725/]. Published Sep. 27, 2016 (4 pgs.). [cited by applicant]
Radhakrishnan et al., “Injectable and 3D Bioprinted Polysaccharide Hydrogels: From Cartilage to Osteochondral Tissue Engineering,” Biomacromolecules, 2017, 18(1), pp. 1-26 (Abstract only—2pgs.). [cited by applicant]