IP Library Granted Patent US 12,404,433
Granted Patent B2
US 12,404,433 · App. 17/049,325 · Granted Sep 2, 2025

Non-swelling hot melt adhesive

Inventors: Anna Cherian (Wassenaar, NL); Jarkko T. Pitko (Wassenaar, NL)
Assignee: Avery Dennison Corporation
C09J153/02C09J7/243C09J7/387C09J123/22C09J147/00G09F3/02C09J2423/046C09J2453/00G09F2003/023Y10T428/1476Y10T428/2883
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,404,433
App. No.
17/049,325
Granted
Sep 2, 2025
Kind
B2
Abstract

Provided herein is a hot melt pressure sensitive adhesive comprising one or more styrene block copolymers, a tackifier, and polyisobutylene plasticizer, wherein the adhesive contains less than 1 wt % of a plasticizer oil. The adhesive can be used in a label construction along with a facestock such as a polyethylene facestock, wherein the swelling factor of the facestock is reduced as compared to the swelling factor of the facestock in labels that include a plasticizer oil. Also provided are methods for producing and using the hot melt adhesive, and articles labeled with the hot melt adhesive.

Claims (58)

1. A hot melt adhesive comprising:

one or more styrene block copolymers;

a tackifier;

a polyisobutylene; and

a plasticizer oil,

wherein the number average molecular weight of the polyisobutylene ranges from 700 g/mol to 2500 g/mol, and

wherein the adhesive is a pressure sensitive adhesive;

wherein the one or more styrene block copolymers is selected from the group consisting of a styrene isoprene block copolymer, styrene butadiene block copolymer, or combinations thereof; and

the melt index of each of the styrene block copolymers ranges from about 10 g/(10 minute) to about 35 g/(10 minute) measured at 200° C. under pressure of 5 kg weight; and

wherein at least one of the one or more styrene block copolymers is a styrene butadiene block copolymer.

2. The hotmelt adhesive of claim 1 , wherein the weight ratio of the polyisobutylene to the one or more styrene block copolymers ranges from 3:8 to 8:3.

3. The hotmelt adhesive of claim 1 , wherein the weight ratio of the polyisobutylene to the tackifier ranges from 1:3 to 3:1.

4. The hot melt adhesive of claim 1 , comprising from 20 wt % to 45 wt % of the one or more styrene block copolymers.

5. The hot melt adhesive of claim 1 , wherein at least one of the one or more styrene block copolymers is a styrene isoprene block copolymer.

6. The hot melt adhesive of claim 5 , wherein the diblock content of each of the at least one styrene isoprene block copolymer ranges from 5% to 90%.

7. The hot melt adhesive of claim 1 , wherein at least one of the one or more styrene block copolymers is a styrene butadiene block copolymer.

8. The hot melt adhesive of claim 1 , wherein the polystyrene content of each of the one or more styrene block copolymer ranges from 10% to 25%.

9. The hot melt adhesive of claim 1 , wherein the tackifier is an aromatic hydrocarbon resin.

10. The hot melt adhesive of claim 1 , wherein the tackifier is a terpene phenolic resin.

11. The hot melt adhesive of claim 1 , wherein the softening point of the tackifier ranges from 80° C. to 120° C.

12. The hot melt adhesive of claim 1 , wherein the glass transition temperature of the tackifier ranges from 30° C. to 70° C.

13. The hot melt adhesive of claim 1 , wherein the weight average molecular weight of the tackifier ranges from 250 g/mol to 2000 g/mol.

14. The hot melt adhesive of any of claim 1 , further comprising:

from 5 wt % to 15 wt % of a filler.

15. The hot melt adhesive of claim 1 , wherein the hot melt adhesive demonstrates a swelling factor of less than 1% as measured 1 week after applying to a polyethylene facestock and a release liner.

16. A method of preparing a hot melt adhesive, the method comprising:

providing one or more styrene block copolymers, a tackifier, a polyisobutylene and a plasticizer oil;

combining the one or more styrene block copolymers, the tackifier, the polyisobutylene and the plasticizer oil,

wherein the number average molecular weight of the polyisobutylene ranges from 700 g/mol to 2500 g/mol,

wherein the adhesive is a pressure sensitive adhesive,

wherein the one or more styrene block copolymers is selected from the group consisting of a styrene isoprene block copolymer, styrene butadiene block copolymer, or combinations thereof; and

the melt index of each of the styrene block copolymers ranges from about 10 g/(10 minute) to about 35 g/(10 minute) measured at 200° C. under pressure of 5 kg weight; and

wherein at least one of the one or more styrene block copolymers is a styrene butadiene block copolymer.

17. A label comprising:

a facestock layer capable of receiving printed indicia; and

an adhesive layer comprising the hot melt adhesive of claim 1 .

18. The label of claim 17 , wherein the thickness of the facestock layer ranges from 0.5 mil to 5 mil.

19. The label of any of claim 17 , further comprising: a release liner.

20. The label of claim 19 , wherein the facestock layer comprises polyethylene.

21. The label of claim 20 , wherein the label has a swelling factor of less than 1% as measured 1 week after applying to the polyethylene facestock and the release liner.

22. A method of applying a label to a surface, the method comprising:

providing a surface having an outer face;

providing a label of claim 17 ; and

adhering the label to the outer face of the surface, thereby applying the label to the surface.

23. A labeled surface comprising:

a surface having an outer face; and

a label of claim 17 adhered to the outer face of the surface.

24. The hot melt adhesive of claim 1 consisting of:

the one or more styrene block copolymers;

the tackifier;

the polyisobutylene; and

0 wt % to 5 wt % of the plasticizer oil,

one or more fillers,

and one or more antioxidants.

25. The hotmelt adhesive of claim 1 , comprising from 15 wt % to 35 wt % polyisobutylene.

26. The hot melt adhesive of claim 1 , comprising from 15 wt % to 55 wt % tackifier.

27. The hot melt adhesive of claim 14 , wherein the filler comprises calcium carbonate.

28. The hot melt adhesive of claim 1 , further comprising: from 0.5 wt % to 1.5 wt % of a phenolic antioxidant.

Assignments (2)
CHANGE OF CORPORATE ADDRESS Recorded Jul 9, 2024
From: AVERY DENNISON CORPORATION
To: AVERY DENNISON CORPORATION
Reel/Frame 068236/0627 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2022
From: CHERIAN, ANNA; PITKO, JARKKO T.
To: AVERY DENNISON CORPORATION
Reel/Frame 059777/0871 →
Continuity (2)
Provisional Application 62663288 · Apr 27, 2018
Related Publication 20210238457A1 · Aug 5, 2021
References Cited (38)
US 5013785A · Mizui · 1991 [cited by applicant]
US 5869562A · Lindquist et al. · 1999 [cited by applicant]
US 5900465A · Nishikawa et al. · 1999 [cited by applicant]
US 6646019B2 · Perez et al. · 2003 [cited by applicant]
US 7771807B2 · Hubbard · 2010 [cited by applicant]
US 7882673B1 · Hohmann, Jr. · 2011 [cited by applicant]
US 8378015B2 · He et al. · 2013 [cited by applicant]
US 9242021B2 · Singh et al. · 2016 [cited by applicant]
US 20020173582A1 · Schmidt · 2002 [cited by applicant]
US 20040159969A1 · Truog et al. · 2004 [cited by applicant]
US 20040243042A1 · Lipman · 2004 [cited by applicant]
US 20080171199A1 · Song et al. · 2008 [cited by applicant]
US 20080286571A1 · Ichimura et al. · 2008 [cited by applicant]
US 20100139707A1 · Boonstra et al. · 2010 [cited by applicant]
US 20100224312A1 · Tsubaki et al. · 2010 [cited by applicant]
US 20110033662A1 · Ikishima et al. · 2011 [cited by applicant]
US 20110076430A1 · Shigematsu · 2011 [cited by applicant]
US 20110104487A1 · Schroeyers et al. · 2011 [cited by applicant]
US 20130037989A1 · Wiercinski et al. · 2013 [cited by applicant]
US 20130299731A1 · Wright · 2013 [cited by examiner]
US 20140324006A1 · Zhong · 2014 [cited by applicant]
US 20150284596A1 · Nakada et al. · 2015 [cited by applicant]
US 20160040440A1 · Wiercinski et al. · 2016 [cited by applicant]
CN 102277112 · 2011 [cited by applicant]
CN 106281151 · 2017 [cited by applicant]
EP 2995665A1 · 2016 [cited by examiner]
EP 3243886 · 2017 [cited by applicant]
EP 3409740 · 2018 [cited by applicant]
WO 2011139466 · 2011 [cited by applicant]
WO 2012061032 · 2012 [cited by applicant]
WO 2015109160 · 2015 [cited by applicant]
WO 2015195616 · 2015 [cited by applicant]
WO WO2018178781 · 2018 [cited by examiner]
Translation of EP 2995665 (no date). [cited by examiner]
Written Opinion of the International Preliminary Examining Authority dated Mar. 10, 2020 issued in corresponding IA No. PCT/US2019/029273 filed Apr. 26, 2019. [cited by applicant]
Applicant's Response to Written Opinion dated Oct. 17, 2019 submitted in corresponding IA No. PCT/US2019/029273 filed Apr. 26, 2019. [cited by applicant]
International Search Report and Written Opinion dated Aug. 8, 2019 issued in corresponding IA No. PCT/US2019/029273 filed Apr. 26, 2019. [cited by applicant]
International Preliminary Report on Patentability dated Jul. 15, 2020 issued in corresponding IA No. PCT/US2019/029273 filed Apr. 26, 2019. [cited by applicant]